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Gao Pan publication list

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[293] Mechanochemical Protocol Facilitates the Generation of Arylmanganese Nucleophiles from Unactivated Manganese Metal
Takahashi, R.; Gao, P.; Kubota, K.*; Ito, H.* Chem. Rxiv. 2022,
DOI: 10.26434/chemrxiv-2022-48bnj

[292] Mechanical deformation and multiple thermal restoration of organic crystals: reversible multi-stage shape-changing effect with luminescence-color changes
Feng, C.; Seki, T.*; Sakamoto, S.; Sasaki, T.; Takamizawa, S.*; Ito, H.* Chem. Sci. 2022, Edge Article
DOI: 10.1039/D2SC03414J

[291] Stereospecific Synthesis of Silicon-Stereogenic Optically Active Silylboranes and their Application to Synthesis of Chiral Organosilanes
Wang, X.; Feng, C.; Kubota, K.*; Ito, H.* Chem. Rxiv. 2022,
DOI: 10.26434/chemrxiv-2022-ft3c6

[290] Cu(I)-Catalyzed Enantioselective γ-Boryl Substitution of Trifluoromethyl- and Silyl-substituted Alkenes
Oyama, N.; Akiyama, S.; Kubota, K.; Imamoto, T.; Ito, H.* Eur. J. Org. Chem. 2022, e202200664.
DOI: 10.1002/ejoc.202200664

[289] Mechanochemically Generated Calcium-Based Heavy Grignard Reagents and Their Application to Carbon−Carbon Bond-Forming Reactions
Gao, P.; Jiang, J.; Maeda, S.; Kubota, K.*; Ito, H.* Angew. Chem. Int. Ed. 2022, Just Accepted
DOI: 10.1002/anie.202207118

[288] Palladium-catalyzed solid-state borylation of aryl halides using mechanochemistry
Kubota, K.*; Baba, E.; Seo, T.; Ishiyama, T.; Ito, H.* Beilstein J. Org. Chem. 2022, 18, 855.
DOI: 10.3762/bjoc.18.86

[287] Solid-state cross-coupling reactions of insoluble aryl halides under polymer-assisted grinding conditions
Kubota, K.*; Seo, T.; Ito, H.* Faraday Discuss. 2022, Just Accepted
DOI: 10.1039/D2FD00121G

[286] Conformationally Fixed Chiral Bisphosphine Ligands by Steric Modulators on the Ligand Backbone: Selective Synthesis of Strained 1,2-Disubstituted Chiral cis-Cyclopropanes
Iwamoto, H.; Ozawa, Y.; Hayashi, Y.; Imamoto, T.; Ito, H.* J. Am. Chem. Soc. 2022, 144, 10483 - 10494.
DOI: 10.1021/jacs.2c02745

[285] Insight into the Reactivity Profile of Solid-State Aryl Bromides in Suzuki-Miyaura Cross-Coupling Reactions Using Ball Milling
Kubota, K.*; Kondo, K.; Seo, T.; Ito, H.* Synlett 2022, 33, 898 - 902.
DOI: 10.1055/a-1748-3797

[284] Distinct Fold-Mode Formation of Crystalline Cu(I) Helical Coordination Polymers with Alternation of the Solid-State Emission Using Shape of the Counter Anions
Jin, M.*; Ando, R.; Ito, H.* Inorg. Chem. 2022, 61, 3 - 9.
DOI: https://doi.org/10.1021/acs.inorgchem.1c02725

[283] Efficient Access to Materials-Oriented Aromatic Alkynes via the Mechanochemical Sonogashira Coupling of Solid Aryl Halides with Large Polycyclic Conjugated Systems
Gao, Y.; Feng, C.; Seo, T.; Kubota, K.*; Ito, H.* Chem. Sci. 2022, 13, 430 - 438.
DOI: 10.1039/D1SC05257H

[282] Solid-State C−N Cross-Coupling Reactions with Carbazoles as Nitrogen Nucleophiles Using Mechanochemistry
Kubota, K.*; Endo, T.; Uesugi, M.; Hayashi, Y.; Ito, H.* ChemSusChem 2022, 15, e202102132.
DOI: 10.1002/cssc.202102132

[281] Palladium-Catalyzed Solid-State Polyfluoroarylation of Aryl Halides Using Mechanochemistry
Takahashi, R.; Seo, T.; Kubota, K.*; Ito, H.* ACS Catal. 2021, 11, 14803 - 14810.
DOI: 10.1021/acscatal.1c03731

[280] Mechanochemical synthesis of magnesium-based carbon nucleophiles in air and their use in organic synthesis
Takahashi, R.; Hu, A.; Gao, P.; Gao, Y.; Pang, Y.; Seo, T.; Maeda, S.; Jiang, J.; Takaya, H.; Kubota, K.*; Ito, H.* Nature Commun. 2021, 12, 6691.
DOI: 10.1038/s41467-021-26962-w

[279] Single Crystal Growth of π-Conjugated Large Molecules without Solubilizing Alkyl Chains via Naphthalene Flux Method
Yanase, T.; Tanoguchi, H.; Sakai, N.; Jin, M.; Yamane, I.; Kato, M.; Ito, H.; Nagahama, T.; Shimada, T. Cryst. Growth. Des. 2021, 21, 4683 - 4689.
DOI: https://doi.org/10.1021/acs.cgd.1c00538

[278] Regio- and Stereoselective Synthesis of Multi-Alkylated Allylic Boronates through Three-Component Coupling Reactions between Allenes, Alkyl Halides, and a Diboron Reagent
Ozawa, Y.; Endo, K.; Ito, H.* J. Am. Chem. Soc. 2021, 143, 13865 - 13877.
DOI: https://doi.org/10.1021/jacs.1c06538

[277] Synthesis of Hydrosilylboronates via the Monoborylation of a Dihydrosilane Si−H Bond and Their Application for the Generation of Dialkylhydrosilyl Anions
Takeuchi, T.; Shishido, R.; Kubota, K.*; Ito, H.* Chem. Sci. 2021, 12, 11799 - 11804.
DOI: 10.1039/D1SC01440D

[276] Charge-Transfer Crystal with Segregated Packing Structure Constructed with Hexaarylbenzene and Tetracyanoquinodimethane
Ando, R.; Jin, M.*; Ito, H.* CrystEngComm 2021, 23, 5564 - 5568.
DOI: 10.1039/D1CE00726B

[275] Enantioselective Copper-Catalysed Defluorosilylation of Trifluoro-Methylated Alkenes with Silylboronates
Gao, P.; Gao, L.; Xi, L.; Zhang, Z.; Li, S.; Shi, Z. Org. Chem. Front. 2020, 7, 2618.
DOI: 10.1039/d0qo00773k

[274] Transition-Metal-Free Defluorosilylation of Fluoroalkenes with Silylboronates
Gao, P.; Wang, G.; Xi, L.; Wang, M.; Li, S.; Shi, Z. Chin. J. Chem. 2019, 37, 1009.
DOI: 10.1002/cjoc.201900310

[273] Copper-Catalyzed Asymmetric Defluoroborylation of 1-(Trifluoromethyl)Alkenes
Gao, P.; Yuan, C.; Zhao, Y.; Shi, Z. Chem 2018, 4, 2201.
DOI: 10.1016/j.chempr.2018.07.003

[272] Regiocontrolled Direct C-H Arylation of Indoles at the C4 and C5 Positions
Yang, Y.; Gao, P.; Zhao, Y.; Shi, Z. Angew. Chem. Int. Ed. 2017, 56, 3966.
DOI: 10.1002/anie.201612599

[271] Iridium(III)-Catalyzed Direct Arylation of C−H Bonds with Diaryliodonium Salts
Gao, P.; Guo, W.; Xue, J.; Zhao, Y.; Yuan, Y.; Xia, Y.; Shi, Z. J. Am. Chem. Soc. 2015, 137, 12231.
DOI: 10.1021/jacs.5b06758

[270] Synthesis of Chiral α-Amino Tertiary Boronates via the Catalytic Enantioselective Nucleophilic Borylation of Dialkyl Ketimines
Kubota, K.*; Miura, D.; Takeuchi, T.; Osaki, S.; Ito, H.* ACS Catal. 2021, 11, 6733 - 6740.
DOI: 10.1021/acscatal.1c01689

[269] Introduction of a Luminophore into Generic Polymers via Mechanoradical Coupling with a Prefluorescent Reagent
Kubota, K.*; Toyoshima, N.; Miura, D.; Jiang, J.; Maeda, S.; Jin, M.*; Ito, H.* Angew. Chem. Int. Ed. 2021, 60, 16003 - 16008.
DOI: 10.1002/anie.202105381

[268] Backbone-Modified C2-Symmetrical Chiral Bisphosphine TMS-QuinoxP*: Asymmetric Borylation of Racemic Allyl Electrophiles
Iwamoto, H.; Ozawa, Y.; Takenouchi, Y.; Imamoto, T.; Ito, H.* J. Am. Chem. Soc. 2021, 143, 6413 - 6422.
DOI: 10.1021/jacs.0c08899

[267] (9-Isocyanoanthracene)gold(I) Complexes Exhibiting Two Modes of Crystal Jumps by Different Structure Change Mechanisms
Kato, K.; Seki, T.*; Ito, H.* Inorg. Chem. 2021, 60, 10849 - 10856. Just Accepted
DOI: 10.1021/acs.inorgchem.1c00881

[266] Tackling Solubility Issues in Organic Synthesis: Solid-State Cross-Coupling of Insoluble Aryl Halides
Seo, T.; Toyoshima, N; Kubota, K.*; Ito, H.* J. Am. Chem. Soc. 2021, 143, 6165 - 6175.
DOI: 10.1021/jacs.1c00906

[265] A Copper(I)-Catalyzed Radical Relay Reaction Enabling the Intermolecular 1,2-Alkylborylation of Unactivated Olefins
Akiyama, S.; Oyama, N.; Endo, T.; Kubota, K.; Ito, H.* J. Am. Chem. Soc. 2021, 143, 5260 - 5268.
DOI: 10.1021/jacs.1c02050

[264] Synthesis and Optical Properties of C,N-Swapped Boranils Derived from Potassium Acyltrifluoroborates
Matsuura, S.; Taguchi, J.; Seki, T.; Ito, H.* Bull. Chem. Soc. Jpn. 2021, 94, 1547 - 1552.
DOI: 10.1246/bcsj.20210024

[263] Encapsulating N-Heterocyclic Carbene Binuclear Transition-Metal Complexes as a New Platform for Molecular Rotation in Crystalline Solid-State
Jin, M.*; Ando, R.; Jellen, M. J.; Garcia-Garibay, M. A.; Ito, H.* J. Am. Chem. Soc. 2021, 143, 1144 - 1153.
DOI: https://doi.org/10.1021/jacs.0c11981

[262] Copper(I)-Catalyzed Stereoselective Silylative Dearomatization of Indoles and Pyrroles using Silylboronates
Hayama, K.; Takahashi, Rikuro.; Kubota, K.; Ito, H.* Chem. Lett. 2021, 50, 289 - 292.
DOI: 10.1246/cl.200725

[261] A Glove-box- and Schlenk-line-free Protocol for Solid-state C-N Cross-coupling Reactions Using Mechanochemistry
Kubota, K.*; Takahashi, R.; Uesugi, M.; Ito, H.* ACS Sustainable Chem. Eng. 2020, 8, 16577 - 16582.
DOI: 10.1021/acssuschemeng.0c05834

[260] Solid-State Radical C−H Trifluoromethylation Reactions Using Ball Milling and Piezoelectric Materials
Pang, Y.; Lee, J. W.; Kubota, K.*; Ito, H.* Angew. Chem. Int. Ed. 2020, 59, 22570 - 22576.
DOI: 10.1002/anie.202009844
This is our second paper for mechanoredox reaction. See also, https://science.sciencemag.org/content/366/6472/1500

[259] General Synthesis of Trialkyl- and Dialkylarylsilylboranes: Versatile Silicon Nucleophiles in Organic Synthesis
Shishido, R.; Uesugi, M.; Takahashi, Rikuro.; Mita, T.; Ishiyama, T.; Kubota, K.*; Ito, H.* J. Am. Chem. Soc. 2020, 142, 14125 - 14133.
DOI: 10.1021/jacs.0c03011

[258] Selective Mechanochemical Monoarylation of Unbiased Dibromoarenes by In-situ Crystallization
Seo, T.; Kubota, K.*; Ito, H.* J. Am. Chem. Soc. 2020, 142, 9884 - 9889.
DOI: 10.1021/jacs.0c01739
Under ball milling reaction conditions, palladium-catalyzed Suzuki–Miyaura cross-coupling reactions of unbiased dibromoarenes selectively afford the monoarylated products. This study gives a new approach that uses in-situ structure transitions in solids to achieve selective organic transformations difficult with traditional solution-based synthesis.

[257] Six-fold C–H borylation of hexa-peri-hexabenzocoronene
Nagase, M.; Kato, K.; Yagi, A.; Segawa, Y.; Itami, K. Beilstein J. Org. Chem. 2020, 16, 391 - 397.
DOI: 10.3762/bjoc.16.37

[256] Photoluminescent Ferroelastic Molecular Crystals
Seki, T.*; Feng, C.; Kashiyama, K.; Sakamoto, S.; Takasaki, Y.; Sasaki, T.; Takamizawa, S.*; Ito, H.* Angew. Chem., Int. Ed. 2020, 59, 8839 - 8843.
DOI: 10.1002/anie.201914610
・This is the first photoluminescent ferroelastic molecular crystals
・Crystals of arylgold(I)(N‐heterocyclic carbene)(NHC) complexes
・Mechanical‐stress‐induced shape change

[255] Copper(I)-Catalyzed Boryl Substitution of 1-Trifluoromethyl Allenes for the Synthesis of 3-Boryl-Substituted 1,1-gem-Difluorodienes
Akiyama, S.; Nomura, S; Kubota, K.; Ito, H.* J. Org. Chem. 2020, 85, 4172 - 4181.
DOI: 10.1021/acs.joc.9b03353
A method to synthesize 3-boryl-1,1-gem-difluorodienes via the copper(I)-catalyzed boryl substitution of trifluoromethyl-substituted allenes was developed. The borylated compounds were obtained up to 91% yield with excellent selectivity. We proposed that the reaction proceeded via γ-selective borylcupration into the trifluoromethyl-substituted allene, followed by copper(I)-β-fluoro elimination. Subsequent transformations of the borylation product by Suzuki–Miyaura cross-coupling or Diels–Alder reaction provided various compounds bearing a difluoro moiety, which are difficult to synthesize by existing methods.

[254] Mixed crystal formation of two gold isocyanide complexes with various ratios for continuous tuning of photophysical properties
Seki, T.*; Toyoshima, N.; Ito, H.* Dalton Trans. 2020, 49, 2073 - 2076.
DOI: 10.1039/D0DT00195C

[253] Silyl-group-directed Linear-selective Allylation of Carbonyl Compounds with Trisubstituted Allylboronates Using a Copper(I) Catalyst
Iwamoto, H.; Hayashi, Y.; Ozawa, Y.; Ito, H.* ACS Catal. 2020, 10, 2471 - 2476.
DOI: 10.1021/acscatal.9b05408

[252] Synthesis of Chiral N-Heterocyclic Allylboronates via the Enantioselective Borylative Dearomatization of Pyrroles
Hayama, K.; Kojima, R.; Kubota, K.; Ito, H.* Org. Lett. 2020, 22, 739 - 744.
DOI: 10.1021/acs.orglett.9b04581

[251] Synthesis and Tunable Optical Properties of C,N-Chelated Borate Luminophores Derived from Potassium Acyltrifluoroborates
Taguchi, J.; Matsuura, S.; Seki, T.; Ito, H.* Chem. Eur. J. 2020, 26, 2450 - 2455.
DOI: 10.1002/chem.201904983

[250] Crystal Jumping of Simple Hydrocarbons: Cooling-Induced Salient Effect of Bis-, Tri-, and Tetraphenylethene through Anisotropic Lattice Dimension Changes without Thermal Phase Transitions
Seki, T.*; Mashimo, T.; Ito, H.* Chem. Lett. 2020, 49, 174 - 177.
DOI: 10.1246/cl.190768

[249] Aurophilicity-mediated Construction of Emissive Porous Molecular Crystals as Versatile Hosts for Liquid and Solid Guests
Seki, T.*; Ida, K.; Sato, H.; Aono, S.; Sakaki, S.; Ito, H.* Chem. Eur. J. 2020, 26, 735 - 744.
DOI: 10.1002/chem.201904597

[248] Air- and moisture-stable Xantphos-ligated palladium dialkyl complex as a precatalyst for cross-coupling reactions
Takahashi, R.; Kubota, K.*; Ito, H.* Chem. Commun. 2020, 56, 407 - 410.
DOI: 10.1039/C9CC06946A

[247] Transition-Metal- and Light-Free Directed Amination of Remote Unactivated C(sp3)–H Bonds of Alcohols
Kurandina, D.; Yadagiri, D.; Rivas, M.; Kavun, A.; Chuentragool, P.; Hayama, K.; Gevorgyan, V. J. Am. Chem. Soc. 2019, 141, 8104.
DOI: doi.org/10.1021/jacs.9b04189

[246] Redox Reactions of Small Organic Molecules Using Ball Milling and Piezoelectric Materials
Kubota, K.*; Pang, Y.; Miura, A.; Ito, H.* Science 2019, 366, 1500 - 1504.
DOI: 10.1126/science.aay8224

[245] Anisotropic Thermal Expansion as the Source of Macroscopic and Molecular Scale Motion in Phosphorescent Amphidynamic Crystals
Jin, M.; Yamamoto, S.; Seki, T.; Ito, H.*; Garcia-Garibay, M. A.* Angew. Chem. Int. Ed. 2019, 58, 18003 - 18010.
DOI: 10.1002/anie.201909048

[244] Two-step synthesis of a red-emissive warped nanographene derivative via a ten-fold C–H borylation
Kato, K.; Lin, H. -A.; Kuwayama, M.; Nagase, M.; Segawa, Y.*; Scott, L. T.; Itami, K.* Chem. Sci. 2019, 10, 9038 - 9041.
DOI: 10.1039/C9SC03061A

[243] The Direct Dimesitylborylation of Benzofuran Derivatives via an Iridium-Catalyzed C–H Activation with Silyldimesitylborane
Shishido, R.; Sasaki, I.; Seki, T.; Ishiyama, T.; Ito, H.* Chem. Eur. J. 2019, 25, 12924 - 12928.
DOI: 10.1002/chem.201903776

[242] Solid-State Suzuki-Miyaura Cross-Coupling Reactions: Olefin-Accelerated C–C Coupling Using Mechanochemistry
Seo, T.; Ishiyama, T.; Kubota, K.*; Ito, H.* Chem. Sci. 2019, 10, 8202 - 8210.
DOI: 10.1039/C9SC02185J

[241] Catalytic Enantioselective Synthesis of Allylic Boronates Bearing a Trisubstituted Alkenyl Fluoride and Related Derivatives
Akiyama, S.; Kubota, K.; Mikus, M. S.; Paioti, P. H. S.; Romiti, F.; Liu, Q.; Zhou, Y.; Hoveyda, A. H.*; Ito, H.* Angew. Chem. Int. Ed. 2019, 58, 11998 - 12003.
DOI: 10.1002/anie.201906283

  

Highlighted as a Frontispiece in Issue 35, 2019

[240] Synthesis and Structural Features of Thiophene-fused Analogues of Warped Nanographene and Quintuple Helicene
Lin, H.-A. ; Kato, K.; Segawa, Y; Scott, L. T.; Itami, K. Chem. Sci. 2019, 10, 2326.
DOI: 10.1039/C8SC04470H

[239] Synthesis and Structure of a Propeller-Shaped Polycyclic Aromatic Hydrocarbon Containing Seven-Membered Rings
Kawai, K.; Kato, K.; Peng, L.; Segawa, Y.; Scott, L. T.; Itami, K. Org. Lett. 2018, 20, 1932.
DOI: 10.1021/acs.orglett.8b00477

[238] Copper(I)-Catalyzed Enantioconvergent Borylation of Racemic Benzyl Chlorides Enabled by Quadrant-by-Quadrant Structure Modulation of Chiral Bisphosphine Ligands
Iwamoto, H.; Endo, K.; Ozawa, Y.; Watanabe, Y.; Kubota, K.; Imamoto, T.; Ito, H.* Angew. Chem. Int. Ed. 2019, 58, 11112 - 11117.
DOI: 10.1002/anie.201906011

[237] A Quintuple [6]Helicene with a Corannulene Core as a C5-symmetric Propeller-shaped π-System
Kato, K.; Segawa, Y.; Scott, L. T.; Itami, K. Angew. Chem., Int. Ed. 2018, 57, 1337.
DOI: 10.1002/anie.201711985

[236] Synthesis of 2-alkyl-2-boryl-substituted-tetrahydrofurans via copper(I)-catalysed borylative cyclization of aliphatic ketones
Kubota, K.; Uesugi, M.; Osaki, S.; Ito, H.* Org. Biomol. Chem. 2019, 17, 5680 - 5683.
DOI: 10.1039/C9OB00962K

[235] Phenanthro[9,10-a]corannulene by One-step Annulative π-Extension of Corannulene
Kato, K.; Segawa, Y.; Itami, K. Can. J. Chem. 2017, 95, 329.
DOI: 10.1139/cjc-2016-0467

[234] Mechanochemistry allows carrying out sensitive organometallic reactions in air: Glove-box-and-Schlenk-line-free synthesis of oxidative addition complexes from aryl halides and palladium(0)
Kubota, K.*; Takahashi, R.; Ito, H.* Chem. Sci. 2019, 10, 5837 - 5842.
DOI: 10.1039/C9SC01711A

[233] Synthesis, Properties, and Packing Structures of Corannulene-Based π-Systems Containing Heptagons
Kato, K.; Segawa, Y.; Scott, L. T.; Itami, K. Chem. Asian J. 2015, 10, 1635.
DOI: 10.1002/asia.201500560

[232] Luminescent mechanochromism of gold N-heterocyclic carbene complexes with hypso- and bathochromic spectral shifts
Seki, T.*; Kashiyama, K.; Ito, H.* Dalton Trans. 2019, 48, 7105 - 7109.
DOI: 10.1039/C9DT00566H

[231] Concise Synthesis of Potassium Acyltrifluoroborates from Aldehydes by a Cu(I)-catalyzed Borylation/Oxidation Protocol
Taguchi, J.; Takeuchi, T.; Takahashi, R.; Masero, F.; Ito, H.* Angew. Chem. Int. Ed. 2019, 58, 7299 - 7303.
DOI: 10.1002/anie.201901748
            Highlighted as an insidecover  in Issue 22, 2019 Top 10% downloaded paper 2018-2019

[230] Anisotropic strain release in a thermosalient crystal: Correlation between the microscopic orientation of molecular rearrangements and the macroscopic mechanical motion
Seki, T.*; Mashimo, T.; Ito, H.* Chem. Sci. 2019, 10, 4185 - 4191.
DOI: 10.1039/C8SC05563G

[229] Dependence of Absorption and Emission Spectra on Polymorphs of Gold(I) Isocyanide Complexes: Theoretical Study with QM/MM Approach
Aono, S; Seki, T.; Ito, H.; Sakaki, S.* J. Phys. Chem. C 2019, 123, 4773 - 4794.
DOI: 10.1021/acs.jpcc.8b10602

[228] Iridium(I)-Catalyzed C-H Borylation in Air by Using Mechanochemistry
Pang, Y.; Ishiyama, T.; Kubota, K.*; Ito, H.* Chem. Eur. J. 2019, 25, 4654 - 4659.
DOI: 10.1002/chem.201900685

[227] Olefin-accelerated solid-state C–N cross-coupling reactions using mechanochemistry
Kubota, K.*; Seo, T.; Koide, K.; Hasegawa, Y.; Ito, H.* Nature Communications 2019, 10, 111.
DOI: 10.1038/s41467-018-08017-9
https://www.nature.com/articles/s41467-018-08017-9 ・北海道大学 PRESS RELEASE 固体状態で進行するクロスカップリング反応を開発 Behind the Paper (Nature Research Chemistry Community) Cross-Coupling in Solid Using MechanochemistryHighlighted in News Paper: 日経産業新聞20190111 ・Highlighted in News Paper: 日刊工業新聞20190115 ・Highlighted in News Web: NHK 北大 医薬品合成で新手法開発 Highlighted in News Web: 環境展望台 北大 固体状態で進行する有機合成反応プロセスを開発Selected as "Nature Communications Editor's Highlights"Highlighted in Phys.org.: Boosting solid state chemical reactionsHighlighted in Converter News: Olefin Enables Efficient Solvent-Free Cross-Coupling ReactionsHighlighted in Technology Networks: Olefin Makes Chemistry GreenerHighlighted in Chem Station: スポットライトリサーチ ”メカノケミストリーを用いた固体クロスカップリング反応"

[226] Soft Crystal Force Field for Reproducing the Crystal Structures of Aryl Gold Isocyanide Complexes
Nakayama, N.; Obata, S.; Hori, Y.; Goto, H.*; Seki, T.; Ito, H. J. Comput. Chem. Jpn. 2018, 17, 155 - 157.
DOI: 10.2477/jccj.2018-0031

[225] Catalytic asymmetric propargyl- and allylboration of hydrazonoesters: a metal-free approach to sterically encumbered chiral a-amino acid derivatives
Jonker, S. J. T.; Colin, D.; Schulz, G.; Iwamoto, H.; Eriksson, L.; Szabó, K. J. Chem. Commun. 2018, 54, 12852.
DOI: 10.1039/C8CC07908K

[224] A Gold Isocyanide Complex with a Pendant Carboxy Group: Orthogonal Molecular Arrangements and Hypsochromically Shifted Luminescent Mechanochromism
Seki, T.*; Kobayashi, K.; Mashimo, T.; Ito, H.* Chem. Commun. 2018, 54, 13160 - 13160.
DOI: 10.1039/C8CC06490C

 

Correction: A gold isocyanide complex with a pendant carboxy group: orthogonal molecular arrangements and hypsochromically shifted luminescent mechanochromism
https://pubs.rsc.org/en/content/articlelanding/2018/cc/c8cc90488j

 

[223] Copper(I)-Catalysed Stereoselective Debromoborylation of Aliphatic 1,1-Dibromo-1-Alkenes with Bis(pinacolato)diboron
Pang, Y.; Kojima, R.; Ito, H.* Org. Biomol. Chem. 2018, 16, 6187 - 6190.
DOI: 10.1039/C8OB01778F

[222] Copper(I)-Catalyzed Stereoselective Defluoroborylation of Aliphatic Gem-Difluoroalkenes
Ito, H.*; Seo, T.; Kojima, R.; Kubota, K. Chem. Lett. 2018, 47, 1330 - 1332.
DOI: 10.1246/cl.180656

[221] Bench-Stable Stock Solutions of Silicon Grignard Reagents: Application to Iron- and Cobalt-Catalyzed Radical C(sp3)–Si Cross-Coupling Reactions
Xue, W.; Shishido, R.; Oestreich, M. Angew. Chem., Int. Ed. 2018, 57, 12141.
DOI: 10.1002/anie.201807640

Highlighted as a "Very Important Paper (VIP)"

[220] Computational design of high-performance ligand for enantioselective Markovnikov hydroboration of aliphatic terminal alkenes
Iwamoto, H.; Imamoto, T.; Ito, H.* Nature Communications 2018, 9, 2290.
DOI: 10.1038/s41467-018-04693-9

[219] A Copper(I)-Catalyzed Enantioselective γ-Boryl Substitution of Trifluoromethyl-substituted Alkenes: Synthesis of Enantioenriched γ,γ-gem-Difluoroallylboronates
Kojima, R.; Akiyama, S.; Ito, H.* Angew. Chem. Int. Ed. 2018, 57, 7196 - 7199.
DOI: 10.1002/anie.201803663

[218] Copper(I)-catalysed regio- and diastereoselective intramolecular alkylboration of terminal allenes via allylcopper(I) isomerization
Ozawa, Y.; Iwamoto, H.; Ito, H.* Chem. Commun. 2018, 54, 4991 - 4994.
DOI: 10.1039/C8CC02692K

・Highlighted in Synfacts 2018, 14, 745. DOI: 10.1055/s-0037-1610101

[217] meta-diisocyanide benzene-based aryl gold isocyanide complex exhibiting multiple solid-state molecular arrangements and luminescent mechanochromism
Seki, T.*; Ida, K.; Ito, H.* Mater. Chem. Front. 2018, 2, 1195 - 1200.
DOI: 10.1039/C8QM00074C

[216] Enantioselective Synthesis of N,S-Acetals by an Oxidative Pummerer Type Transformation Using Phase-Transfer Catalysis
Biswas, S.; Kubota, K.; Orlandi, M.; Turberg, M.; Miles, D. H.; Sigman, M. S.; Toste, F. D. Angew. Chem. Int. Ed. 2018, 57, 589 - 593.
DOI: 10.1002/anie.201711277

[215] Palladium Oxidative Addition Complexes for Peptide and Protein Crosslinking
Kubota, K.; Dai, P.; Pentelute B. L.; Buchwald S. L. J. Am. Chem. Soc. 2018, 140, 3128 - 3133.
DOI: 10.1021/jacs.8b00172

[214] Mechanical-Stimulation-Triggered and Solvent-Vapor-Induced Reverse Single-Crystal-to-Single-Crystal Phase Transitions with Alterations of the Luminescence Color
Jin, M.; Sumitani, T.; Sato, H.; Seki, T.*; Ito, H.* J. Am. Chem. Soc. 2018, 140, 2875 - 2879.
DOI: 10.1021/jacs.7b12455

 

 

[213] Phosphorescence Control Mediated by Molecular Rotation and Aurophilic Interactions in Amphidynamic Crystals of 1,4-bis[tri-(p-fluorophenyl)phosphane-gold(I)-ethynyl]benzene
Jin, M.; Chung, T. J.; Seki, T.; Ito, H.*; Garcia-Garibay, M. A.* J. Am. Chem. Soc. 2017, 139, 18115 - 18121.
DOI: 10.1021/jacs.7b11316

 

[212] Copper(I)-Catalyzed Diastereoselective Dearomative Carboborylation of Indoles
Hayama, K.; Kubota, K.; Iwamoto, H.; Ito, H.* Chem. Lett. 2017, 46, 1800 - 1802.
DOI: 10.1246/cl.170825

[211] Copper(I)-Catalyzed Regio- and Stereoselective Intramolecular Alkylboration of Propargyl Ethers and Amines
Iwamoto, H.; Ozawa, Y.; Kubota, K.; Ito, H.* J. Org. Chem. 2017, 82, 10563 - 10573.
DOI: 10.1021/acs.joc.7b02071

[210] Synthesis of Acylborons by Ozonolysis of Alkenylboronates: Preparation of an Enantioenriched Amino Acid Acylboronate
Taguchi, J.; Ikeda, T.; Takahashi, R.; Sasaki, I.; Ogasawara, Y.; Dairi, T.; Kato, N.; Yamamoto, Y.; Bode, J. W.; Ito, H.* Angew. Chem. Int. Ed. 2017, 56, 13847 - 13851.
DOI: 10.1002/anie.201707933

 

[209] Stereodivergent Hydrodefluorination of gem-Difluoroalkenes: Selective Synthesis of (Z)- and (E)-Monofluoroalkenes
Kojima, R.; Kubota, K.; Ito, H.* Chem. Commun. 2017, 53, 10688 - 10691.
DOI: 10.1039/C7CC05225A

・Highlighted in Synfacts 2018, 14, 55. DOI: 10.1055/s-0036-1591076

[208] Tris(trimethylsilyl)silyl Boronate Esters: Novel Bulky, Air- and Moisture-Stable Silylboronate Ester Reagents for Boryl Substitution and Silaboration Reactions
Yamamoto, E.; Shishido, R.; Seki, T.; Ito, H.* Organometallics 2017, 36, 3019 - 3022.
DOI: 10.1021/acs.organomet.7b00476

[207] Formal Nucleophilic Silyl Substitution of Aryl Halides with Silyllithium Reagents via Halogenophilic Attack of Silyl Nucleophiles
Yamamoto, E.; Ukigai, S.; Ito, H.* Synlett 2017, 28, 2460 - 2464.
DOI: 10.1055/s-0036-1590835

[206] Tuning the Lifetime of Transient Phases of Mechanochromic Gold Isocyanide Complexes through Functionalization of the Terminal Moieties of Flexible Side Chains
Seki, T.*; Kashiyama, K.; Yagai, S.; Ito, H.* Chem. Lett. 2017, 46, 1415 - 1418.
DOI: 10.1246/cl.170482

[205] Triboluminescence of Lanthanide Coordination Polymers with Face-to-Face Arranged Substituents
Hirai, Y.; Nakanishi, T. ; Kitagawa, Y.; Fushimi, K.; Seki, T.; Ito, H.; Hasegawa, Y.* Angew. Chem. Int. Ed. 2017, 56, 7171 - 7175.
DOI: 10.1002/anie.201703638

[204] Mechano-Responsive Luminescence via Crystal-to-Crystal Phase Transitions between Chiral and Non-Chiral Space Groups
Jin, M.; Seki, T.*; Ito, H.* J. Am. Chem. Soc. 2017, 139, 7452 - 7455.
DOI: 10.1021/jacs.7b04073

[203] Low-Temperature-Selective Luminescent Mechanochromism of a Thienyl Gold Isocyanide Complex
Seki, T.*; Kobayashi, K.; Ito, H.* Chem. Commun. 2017, 53, 6700 - 6703.
DOI: 10.1039/C7CC03190D

     

Highlighted as a Back Cover in Issue 50, 2017

[202] Luminescent Mechanochromic 9-Anthryl Gold(I) Isocyanide Complex with an Emission Maximum at 900 nm after Mechanical Stimulation
Seki, T.*; Tokodai, N.; Omagari, S.; Nakanishi, T. ; Hasegawa, Y.; Iwasa, T.; Taketsugu, T.; Ito, H.* J. Am. Chem. Soc. 2017, 139, 6514 - 6517.
DOI: 10.1021/jacs.7b00587

[201] Copper(I)-Catalyzed Stereo- and Chemoselective Borylative Radical Cyclization of Alkyl Halides Bearing an Alkene Moiety
Iwamoto, H.; Akiyama, S.; Hayama, K.; Ito, H.* Org. Lett. 2017, 19, 2614 - 2617.
DOI: 10.1021/acs.orglett.7b00940

  
・Highlighted in Synfacts 201713, 732. DOI:10.1055/s-0036-1590592

[200] Copper(I)-Catalyzed Enantioselective Nucleophilic Borylation of Ketones: Synthesis of Enantioenriched Chiral Tertiary alpha-Hydroxyboronates
Kubota, K.; Osaki, S.; Jin, M.; Ito, H.* Angew. Chem. Int. Ed. 2017, 56, 6646 - 6650.
DOI: 10.1002/anie.201702826

北海道大学 PRESS RELEASE 

・Highlighted in Synfacts 201713, 745. DOI: 10.1055/s-0036-1590558

[199] Copper(I)-Catalyzed Boryl Substitution of Allyl Aminals: Selective Synthesis of Linear γ-Aminoallylboronates
Takenouchi, Y.; Ito, H.* Synthesis 2017, 49, 4738 - 4744.
DOI: 10.1055/s-0036-1588802

[198] Transition-Metal-Free Boryl Substitution using Silylboranes and Alkoxy Bases
Yamamoto, E.; Maeda, S.; Taketsugu, T.; Ito, H.* Synlett 2017, 28, 1258 - 1267.
DOI: 10.1055/s-0036-1588772

[197] Critical Role of Energy Transfer Between Terbium Ions for Suppression of Back Energy Transfer in Nonanuclear Terbium Clusters
Omagari, S. ; Nakanishi, T. ; Kitagawa, Y. ; Seki, T. ; Fushimi, K. ; Ito, H.; Meijerink, A. ; Hasegawa, Y. Sci. Rep. 2016, 6, 37008.
DOI: 10.1038/srep37008

[196] Copper(I)-Catalyzed Enantioselective Boryl Substitution of Allyl Acylals: An Efficient Approach for Enantioenriched α-Chiral γ-Acetoxyallylboronates
Takenouchi, Y.; Kojima, R.; Momma, R.; Ito, H.* Synlett 2016, 28, 270 - 274.
DOI: 10.1055/s-0036-1588354

take.001

[195] Introduction of a Biphenyl Moiety for a Solvent Responsive Aryl Gold(I) Isocyanide Complex with Mechanical Reactivation
Seki, T.*; Jin, M.; Ito, H.* Inorg. Chem. 2016, 55, 12309 - 12320.
DOI: 10.1021/acs.inorgchem.6b02107

graphical abstract

[194] Luminescent Europium(III) Coordination Zippers Linked with Thiophene-Based Bridges
Hirai, Y.; Nakanishi, T.; Kitagawa, Y.; Fushimi, K.; Seki, T.; Ito, H.; Hasegawa, Y. Angew. Chem., Int. Ed. 2016, 55, 12059 - 12062.
DOI: 10.1002/anie.201606371

[193] Direct Introduction of a Dimesitylboryl Group Using Base-Mediated Substitution of Aryl Halides with Silyldimesitylborane
Yamamoto, E; Izumi, K.; Shishido, R.; Seki, T.; Tokodai, N.; Ito, H.* Chem. Eur. J. 2016, 22, 17547 - 17551.
DOI: 10.1002/chem.201604021

[192] Synthesis of Enantiomerically Enriched Chiral Tetrahydroquinolines via Sequential Dearomatization/Enantioselective Borylation Reactions
Kubota, K.; Watanabe, Y.; Ito, H.* Adv. Synth. Catal. 2016, 358, 15, 2379 - 2384.
DOI: 10.1002/adsc.201600372


abstract_quinoline

[191] Luminescent mechanochromism of a chiral complex: Distinct crystal structure and color changes of racemic and homochiral gold(I) isocyanide complexes with a binaphthyl moiety
Jin, M.; Seki, T.*; Ito, H.* Chem. Commun. 2016, 52, 8083 - 8086.
DOI: 10.1039/C6CC03541H

d34a6c10-bb85-4c61-aeb3-df906169b26c    chem commun

Highlighted as an Inside Back Cover in Issue 52, 2016

[190] Hyper-stable organo-EuIII luminophore under high temperature for photo-industrial application
Nakajima, A.; Nakanishi, T.; Kitagawa, Y.; Seki, T.; Ito, H.; Fushimi, K.; Hasegawa, Y. Sci. Rep. 2016, Article
DOI: 10.1038/srep24458

[189] A Screening Approach for the Discovery of Mechanochromic Gold(I) Isocyanide Complexes with Crystal-to-Crystal Phase Transitions
Seki, T.*; Takamatsu, Y; Ito, H.* J. Am. Chem. Soc. 2016, 138, 6252 - 6260.
DOI: 10.1021/jacs.6b02409


Selected as "JACS Spotligahts"
DOI: 10.1021/jacs.6b04902
Selected as "ACS Editor's Choice" (May 11, 2016Open Access)
北海道大学 PRESS RELEASE 
Hokkaido Univ. Press Release (English Ver.)

Microsoft PowerPoint - Figure_Takamatsu_141107.pptx

 

[188] Iridium(I)-catalyzed C−H Borylation of α,β-Unsaturated Esters with Bis(pinacolato)diboron
Sasaki, I.; Taguchi, J.; Doi, H.; Ito, H.*; Ishiyama, T.* Chem. Asian J. 2016, 11, 1400 - 1405.
DOI: 10.1002/asia.201600078

 

TOC

[187] Computational Insight into the Enantioselective Nucleophilic Borylation of a Polarized C=O Double Bond Catalyzed by Di-phosphine-Borylcopper(I) Complexes
Kubota, K.; Jin, M.; Ito, H.* Organometallics 2016, 35, 1376 - 1383.
DOI: 10.1021/acs.organomet.5b00621

 

org

[186] Enantioselective Synthesis of Chiral Piperidines via the Stepwise Dearomatization/Borylation of Pyridines
Kubota, K.; Watanabe, Y.; Hayama, K.; Ito, H.* J. Am. Chem. Soc. 2016, 138, 13, 4338 - 4341.
DOI: 10.1021/jacs.6b01375

s1-ln204455595844769-1939656818Hwf1112863307IdV-3045673942044555PDF_HI0001-6

[185] Highly Selective Markovnikov Hydroboration of Alkyl-Substituted Terminal Alkenes with a Phosphine-Copper(I) Catalyst
Iwamoto, H.; Kubota, K.; Ito, H. Chem. Commun. 2016, 5916 - 5919.
DOI: 10.1039/C6CC00782A

MHB_GA_1 (1)   iwamoto_cover
Highlighted as a Back Cover in Issue 35, 2016

[184] Mechanical Path to a Photogenerated Structure: Ball Milling-Induced Phase Transition of a Gold(I) Complex
Sakurada, K.; Seki, T.; Ito, H. CrystEngComm 2016, 18, 7217 - 7220.
DOI: 10.1039/C5CE02565F

2

[183] Regioselective C–H Borylation of Heteroaromatic Aldimines with Iridium Complexes
Sasaki, I.; Ikeda, T.; Amou, T.; Taguchi, J.; Ito, H.; Ishiyama, T. Synlett 2016, 27, 1582 - 1586.
DOI: 10.1055/s-0035-1561578

[182] Detailed Investigation of the Structural, Thermal, and Electronic Properties of Gold Isocyanide Complexes with Mechano-Triggered Single
Seki, T.; Sakurada, K.; Muromoto, M.; Seki, S.; Ito, H. Chem. Eur. J. 2016, 22, 6, 1968 - 1978.
DOI: 10.1002/chem.201503721
  seki_cover1 Highlighted as an Inside Cover in Issue 6, 2016  

[181] Mechanochromic Luminescence Based on Crystal-to-Crystal Transformation Mediated by a Transient Amorphous
Yagai, S.; Seki, T.; Aonuma, H.; Kawabuchi, K.; Karatsu, T.; Okura, T.; Sakon, A.; Uekusa, H.; Ito, H. Chem. Mat. 2015, 28, 1, 234 - 241.
DOI: 10.1021/acs.chemmater.5b03932

1

[180] Effective Photosensitized Energy Transfer of Nonanuclear Terbium Clusters Using Methyl Salicylate Derivatives
Omagari, S.; Nakanishi, T.; Seki, T.; Kitagawa, Y.; Takahata, Y.; Fushimi, K.; Ito, H.; Hasegawa, Y. J. Phys. Chem. A 2015, 119, 1943 - 1947.
DOI: 10.1021/jp512892f

[179] Seven-Coordinate Luminophores: Brilliant Luminescence of Lanthanide Complexes with C3v Geometrical Structures
Yanagisawa, K.; Nakanishi, T.; Kitagawa, Y.; Seki, T.; Akama, T.; Kobayashi, M.; Taketsugu, T.; Ito, H.; Fushimi, K.; Hasegawa, Y. Eur. J. Inorg. Chem. 2015, 4769 - 4774.
DOI: 10.1002/ejic.201500820

[178] Enhanced Electric Dipole Transition in Lanthanide Complex with Organometallic Ruthenocene Units
Hasegawa, Y.; Sato, N.; Hirai, Y.; Nakanishi, T.; Kitagawa, Y.; Kobayashi, A.; Kato, M.; Seki, T.; Ito, H.; Fushimi, K. J. Phys. Chem. A 2015, 119, 4825 - 4833.
DOI: 10.1021/acs.jpca.5b01809

[177] Luminescent Coordination Glass: Remarkable Morphological Strategy for Assembled Eu(III) Complexes
Hirai, Y.; Nakanishi, T.; Kitagawa, Y.; Fushimi, K.; Seki, T.; Ito, H.; Fueno, H.; Tanaka, K.; Sato, T.; Hasegawa, Y. Inorg. Chem. 2015, 54, 4364 - 4370.
DOI: 10.1021/acs.inorgchem.5b00145

[176] Copper(I)-Catalyzed Diastereoselective Borylative Exo-Cyclization of Alkenyl Aryl Ketones
Yamamoto, E.; Kojima, R.; Kubota, K.; Ito, H. Synlett 2015, 27, 2, 272 - 276.
DOI: 10.1055/s-0035-1560721

[175] Mismatched changes of the photoluminescence and crystalline structure of a mechanochromic gold(I) isocyanide complex
Seki, T.; Sakurada, K.; Ito, H. Chem. Comm. 2015, 51, 13933 - 13936.
DOI: 10.1039/C5CC04609B

[174] Catalyst-Controlled Regiodivergent C-H Borylation of Multifunctionalized Heteroarenes by Using Iridium Complexes
Sasaki, I.; Taguchi, J.; Hiraki, S.; Ito, H.; Ishiyama, T. Chem. Eur. J. 2015, 21, 25, 9236 - 9241.
DOI: 10.1002/chem.201500658
untitled

[173] Enantioselective Borylative Dearomatization of Indoles through Copper(I) Catalysis
Kubota, K.; Hayama, K.; Iwamoto, H.; Ito, H. Angew. Chem. Int. Ed. 2015, 54, 8809 - 8813.
DOI: 10.1002/anie.201502964

1511291_784871204944392_5626421871371438753_n

・Highlighted in Synfacts 2015, 11, 840. DOI: 10.1055/s-0034-1381153

[172] Copper(I)-Catalyzed Carbon–Halogen Bond-Selective Boryl Substitution of Alkyl Halides Bearing Terminal Alkene Moieties
Iwamoto, H.; Kubota, K.; Yamamoto, E; Ito, H. Chem. Comm. 2015, 51, 9655 - 9658.
DOI: 10.1039/C5CC02760H

[171] Reaction Optimization, Scalability, and Mechanistic Insight on the Catalytic Enantioselective Desymmetrization of 1,1-Diborylalkanes via Suzuki–Miyaura Cross-Coupling
Sun, H.; Kubota, K.; Hall, D. G. Chem. Eur. J. 2015, Early View
DOI: doi/10.1002/chem.201406680

mcontent

[170] Reaction Mechanism of the Anomalous Formal Nucleophilic Borylation of Organic Halides with Silylborane: Combined Theoretical and Experimental Studies
Uematsu, R.; Yamamoto, E.; Maeda, S.; Ito, H.; Taketsugu, T. J. Am. Chem. Soc. 2015, 137, 4090 - 4099.
DOI: 10.1021/ja507675f

uematsu

[169] Boryl Substitution of Functionalized Aryl-, Heteroaryl- and Alkenyl Halides with Silylborane and an Alkoxy Base: Expanded Scope and Mechanistic Studies
Yamamoto, E.; Ukigai, S.; Ito, H. Chem. Sci. 2015, 6, 2943 - 2951.
DOI: 10.1039/C5SC00384A

Graphical Abstruct (1)

[168] Interconvertible Multiple Photoluminescence Color of a Gold(I) Isocyanide Complex in the Solid State: Solvent-Induced Blue-Shifted and Mechano-Responsive Red-Shifted Photoluminescence
Seki, T.; Ozaki, T.; Ohkura, T.; Asakura, K.; Sakon, A.; Uekusa, H.; Ito, H. Chem. Sci. 2015, 6, 2187 - 2195.
DOI: 10.1039/C4SC03960B

[167] Silicon-Tethered Strategy for Copper(I)-Catalyzed Stereo- and Regioselective Alkylboration of Alkynes
Kubota, K.; Iwamoto, H.; Yamamoto, E; Ito, H. Org. Lett. 2015, 17, 620 - 623.
DOI: 10.1021/ol503620n

ol-2014-03620n_0007 

・Highlighted in Synfacts 2015, 11, 406. DOI: 10.1055/s-0034-1380388

 

[166] Copper(I)-Catalyzed Enantioselective Nucleophilic Borylation of Aldehydes: An Efficient Route to Enantiomerically Enriched α-Alkoxyorganoboronate Esters
Kubota, K.; Yamamoto, E.; Ito, H. J. Am. Chem. Soc. 2015, 137, 1, 420 - 424.
DOI: 10.1021/ja511247z

kubotaabs 

・Highlighted in Synfacts 2015, 11, 286. DOI: 10.1055/s-0034-1380053

[165] Photoinduced Single-Crystal-to-Single-Crystal Phase Transition and Photosalient Effect of a Gold(I) Isocyanide Complex with Shortening Intermolecular Aurophilic Bonds
Seki, T.; Sakurada, K.; Muromoto, M.; Ito, H. Chem. Sci. 2015, 6, 1491 - 1497. Open Access Article.
DOI: 10.1039/C4SC02676D

Table-of-Contents

[164] A peptide ligase and the ribosome cooperate to synthesize the peptide ​pheganomycin.
Noike, M.; Matsui, T.; Ooya, K.; Sasaki, I.; Ohtaki, S.; Haman, Y.; Maruyama, C.; Ishikawa, J.; Satoh, Y.; Ito, H.; Morita, H.; Dairi, T. Nat. Chem. Biol. 2014, 11, 71 - 76.

[163] Enhancement of Optical Faraday Effect of Nonanuclear Tb(III) Complexes
Nakanishi, T. ; Suzuki, Y. ; Doi, Y. ; Seki, T. ; Koizumi, H. ; Fushimi, K. ; Fujita, K. ; Hinatsu, Y. ; Ito, H. ; Tanaka, K. ; Hasegawa, Y. inorg. Chem. 2014, 53, 7635 - 7641.
DOI: 10.1021/ic5009363

[162] Copper(I)-Catalyzed Enantioselective Synthesis of α-Chiral Linear or Carbocyclic (E)-γ-Alkoxyallylboronates
Yamamoto, E.; Takenouchi, Y.; Ozaki, T.; Miya, T.; Ito, H. J. Am. Chem. Soc. 2014, 136, 47, 16515 - 16521.
DOI: 10.1021/ja506284w

abstract take 

・Highlighted in Synfacts 2015, 11, 155. DOI: 10.1055/s-0034-1379778

[161] Design amphiphilic dipolar π-systems for stimuli-responsive luminescent materials using metastable states
Yagai, S.; Okamura, S.; Nakano, Y.; Yamauchi, M.; Kishikawa, K.; Karatsu, T.; Kitamura, A.; Ueno, A.; Kuzuhara, D.; Yamada, H.; Seki, T.; Ito, H. Nature Communications 2014, 4013.
DOI: doi:10.1038/ncomms5013

[160] A Perylene Bisimide Organogelator for Chlorinated Solvents
X. Lin; M. Hirono; H. Kurata; T. Seki; Y. Maruya; K. Nakayama; S. Yagai Asi. J. Org. Chem. 2014, 3, 128 - 132.
DOI: 10.1002/ajoc.201300252

[159] Iridium-catalyzed ortho-C- borylation of aromatic aldimines derived from pentafluoroaniline with bis(pinacolate)diboron
Sasaki, I.; Amou, T.; Ito, H.; Ishiyama, T. Org. Biomol. Chem. 2014, 12, 2041 - 2044.
DOI: 10.1039/C3OB42497A

GA

[158] Cholesterol-Aided Construction of Distinct Self-Organized Materials from Luminescent Gold(I)-Isocyanide Complex Exhibiting Mechanochromic Luminescence
K. Kawaguchi; T. Seki; T. Karatsu; A. Kitamura; H. Ito; S. Yagai Chem. Commun. 2013, 19, 11391 - 11394.
DOI: 10.1039/C3CC47162D

[157] Regio- and Enantioselective Monoborylation of Alkenylsilanes Catalyzed by an Electron-Donating Chiral Phosphine-opper(I) Complex
Kubota, K.; Yamamoto, E.; Ito, H. Advanced Synthesis & Catalysis 2013, 355, 3527 - 3531.
DOI: 10.1002/adsc.201300765

mcontent

・Highlighted in Synfacts, 2013, 10, 284. DOI: 10.1055/s-0033-1340694

[156] Aromatic C- silylation of arenes with 1-hydrosilatrane catalyzed by an iridium(I)/2,9-dimethylphenanthroline (dmphen) complex
Ishiyama, T.; Saiki, T.; Kishida, E.; Sasaki, I.; Ito, H.; Miyaura, N. Org. Biomol. Chem. 2013, 11, 8162 - 8165.
DOI: 10.1039/C3OB41623B

[155] Luminescence Color-Tuning through Polymorph Doping: Preparation of a White-Emitting Solid from a Single Gold(I)-socyanide Complex by Simple Precipitation
Seki, T.; Kurenuma, S.; Ito, H. Chem. Eur. J. 2013, 19, 16214 - 16220.
DOI: 10.1002/chem.201303394

TOC     seki_cover3

Highlighted as a Frontispiece in Issue 48, 2013

[154] Controlling Mechano- and Seeding-Triggered Single-Crystal-to-Single-Crystal Phase Transition: Molecular Domino with a Disconnection of Aurophilic Bonds
Seki, T.; Sakurada, K.; Ito, H. Angew. Chem., Int. Ed. 2013, 52, 12828 - 12832. VIP paper
DOI: 10.1002/anie.201307672

Graphic-Abstruct   seki_cover2

Highlighted as a Frontispiece in Issue 49, 2013

[153] Doping Effect of CBP in Bulk-Heterojunction Photovoltaic Devices Composed of P3HT and Soluble Perylene Bisimide
Y. Tani; T. Seki; X. Lin; H. Kurata; S. Yagai; K. Nakayama Mol. Cryst. Liq. Cryst. 2013, 578, 88 - 94.
DOI: 10.1080/15421406.2013.804393

[152] Effect of Ligand Polarization on Asymmetric Structural Formation for Strongly Luminescent Lanthanide Complexes
Y. Hasegawa; T. Ohkubo; T. Nakanishi; A. Kobayashi; M. Kato; T. Seki; H. Ito; K. Fushimi Eur. J. Inorg. Chem. 2013, 5911 - 5918.
DOI: 10.1002/ejic.201301102

[151] Iridium(I)-catalyzed vinylic C-H borylation of 1-cycloalkenecarboxylates with bis(pinacolato)diboron
Sasaki, I.; Doi, H.; Hashimoto, T.; Kikuchi, T.; Ito, H.; Ishiyama, T. Chem. Commun. 2013, 49, 7546 - 7548.
DOI: 10.1039/C3CC44149K

c3cc44149k-2

[150] Mechanical stimulation and solid seeding trigger single-crystal-to-single-crystal molecular domino transformations
Ito, H.; Muromoto, M.; Kurenuma, S.; Ishizaka, S.; Kitamura, N.; Sato, H.; Seki, T. Nature Communications 2013, 4, Article number:2009
DOI: 10.1038/ncomms3009

3d8e47e71b747b5c9793bd5ce778614c-1024x512_450

[149] Copper(I)-Catalyzed Borylative Exo-Cyclization of Alkenyl Halides Containing Unactivated Double Bond
Kubota, K.; Yamamoto, E.; Ito, H. J. Am. Chem. Soc. 2013, 135, 2635 - 2640.
DOI: 10.1021/ja3104582

HP1_450

[148] Covalent Modular Approach for Dimension-Controlled Self-Organization of Perylene Bisimide Dyes
X. Lin; M. Hirono; T. Seki; H. Kurata; T Karatsu; A. Kitamura; D. Kuzuhara; H. Yamada; T. Ohba; A. Saeki; S. Seki; S. Yagai Chem. Eur. J. 2013, 19, 6561 - 6565.
DOI: 10.1002/chem.201300039

[147] Supramolecular Engineering of Perylene Bisimide Assemblies Based on Complementary Multiple Hydrogen Bonding Interactions
T. Seki; X. Lin; S. Yagai; T. Nakanishi Asi. J. Org. Chem. 2013, 2, 708 - 724.
DOI: 10.1002/ajoc.201300025

[146] Alkylated-C60 Based Soft Materials: Regulation of Self-Assembly and Optoelectronic Properties by Chain Branching
H. Li; S. S. Babu; S. T. Turner; D. Neher; M. J. Hollamby; T. Seki; S. Yagai; Y. Deguchi; H. Mohwalda; T. Nakanishi J. Mater. Chem. C, 2013, 1, 1943 - 1951.
DOI: 10.1039/c3tc00066d

[145] Hydrolytic Enantioselective Protonation of Cyclic Dienyl Esters and a,b-diketone with Chiral Phase-transfer Catalysts
Eiji Yamamoto; Daichi Gokuden; Ayano Nagai; Takashi Kamachi; Kazunari Yoshizawa; Akiyuki Hamasaki; Tamao Ishida; Makoto Tokunaga Org. Lett. 2012, 14, 6178 - 6181.
DOI: 10.1021/ol3027363

[144] Anomalous Reactivity of Silylborane: Transition-Metal-Free Boryl Substitution of Aryl, Alkenyl, and Alkyl Halides with Silylborane/Alkoxy Base Systems
Yamamoto, E.; Izumi, K.; Horita,Y.; Ito, H. J. Am. Chem. Soc. 2012, 134, 19997 - 20000.
DOI: 10.1021/ja309578k

Figure-for-HP1.tif_450

・Highlighted in Synfact, 2013, 9, 0324. DOI: 10.1055/s-0032-1318184

[143] Recent Trends of Asymmetric Catalysis with Water as a Nucleophile
Eiji Yamamoto J. Synth. Org. Chem. Jpn. 2012, 70, 949 - 950.

[142] Bacteroides thetaiotaomicron VPI-5482 glycoside hydrolase family 66 homolog catalyzes dextranolytic and cyclization reactions
Young-Min Kim; Eiji Yamamoto; Min-Sun Kang; Hiroyuki Nakai; Wataru Saburi; Masayuki Okuyama; Haruhide Mori; Kazumi Funane; Mitsuru Momma; Zui Fujimoto; Mikihiko Kobayashi; Doman Kim; Atsuo Kimura FEBS J. 2012, 279, 3185 - 3191.
DOI: 10.1111/j.1742-4658.2012.08698.x

[141] Potassium tert-butoxide-mediated regioselective silaboration of aromatic alkenes
Ito, H.; Horita, Y.; Yamamoto, E. Chem. Commun. 2012, 48, 8006 - 8008.
DOI: 10.1039/C2CC32778C

Graphic-for-HP5.tif-1024x314_450

[140] Practical procedure for copper(I)-catalyzed allylic boryl substitution with stoichiometric alkoxide base
Ito, H.; Miya, T.; Sawamura, M. Tetrahedron 2012, 68, 3423 - 3427.
DOI: 10.1016/j.tet.2011.08.081

[139] Copper(I)-Catalyzed Boryl Substitution of Unactivated Alkyl Halides
Ito, H.; Kubota, K. Org. Lett. 2012, 14, 890 - 893.
DOI: 10.1021/ol203413w

[138] Supramolecularly Engineered Perylene Bisimides Assemblies Exhibiting Thermal Transition from Columnar to Multilamellar Structures
Yagai, S.; Usui, M.; Seki, T.; Murayama,H.; Kikkawa, Y.; Uemura, S.; Karatsu, T.; Kitamura, A.; Asano, A.; Seki, S. J. Am. Chem. Soc. 2012, 134, 7983 - 7994.
DOI: 10.1021/ja302574b

[137] A Carbaboranylmercuric Salt Catalyzed Reaction; Highly Regioselective Cycloisomerization of 1,3-Dienes.
Yamamoto, H.; Sasaki, I.; Shiomi, S.; Yamasaki, N.; Imagawa, H. Org. Lett. 2012, 14, 2266 - 2269.
DOI: 10.1021/ol300678r

[136] Copper(I)-Catalyzed Allylic Substitution of Silyl Nucleophiles through Si-Si Bond Activation
Ito, H.; Horita, Y.; Sawamura, M. Advanced Synthesis & Catalysis 2012, 354, 813 - 817.
DOI: 10.1002/adsc.201100819

[135] Perylene Bisimide Organogels Formed by Melamine・Cyanurate/Barbiturate Hydrogen-Bonded Tapes
Seki, T.; Yagai, S.; Karatsu, T.; Kitamura, A. Polymer Journal 2012, 44, 600 - 606.
DOI: 10.1038/pj.2012.22

[134] Carbon-Nitrogen Bond Formation Between Allyl Silyl Ether and Hydrazide Promoted by Mercuric Triflate Catalyst.
Yamamoto, H.; Yamasaki, N.; Yoshidome, S.; Sasaki, I.; Namba, K.; Imagawa, H.; Nishizawa, M. Synlett 2012, 1069 - 1073.
DOI: 10.1055/s-0031-1290758

[133] Solution Processable Hydrogen-Bonded Perylene Bisimide Assemblies Organizing into Lamellar Architectures
Seki, T.; Maruya, Y.; Nakayama, K.; Karatsu, T.; Kitamura, A.; Yagai, S. Chem. Commun. 2011, 47, 12447 - 12449. Selected as “Back Cover”
DOI: 10.1039/c1cc15118e

[132] Mechanistic Insight into the Anomalous syn-Selectivity Observed during the Addition of Allenylboronates to Aromatic Aldehydes
Sasaki, Y.; Sawamura, M.; Ito, H. Chem. Lett. 2011, 40, 1044 - 1046.
DOI: 10.1246/cl.2011.1044

[131] Multifunctional, Polymorphic, Ionic Fullerene Supramolecular Materials: Self-Assembly and Thermotropic Properties
Li, H.; Hollamby, M. J.; Seki, T.; Yagai, S.; Mohwald, H.; Nakanishi, T. Langmuir 2011, 27, 7493 - 7501.
DOI: 10.1021/la2015176

[130] An Efficient Pyrrole Synthesis via Silaphenylmercuric Triflate-Catalyzed Cyclization of Homopropargyl Azides.
Yamamoto, H.; Sasaki, I.; Mitsutake, M.; Karasudani, A.; Imagawa, H.; Nishizawa, M. Synlett 2011, 2815 - 2818.
DOI: 10.1055/s-0031-1289566

[129] Copper(I)-Catalyzed Regioselective Monoborylation of 1,3-Enynes with an Internal Triple Bond: Selective Synthesis of 1,3-Dienylboronates and 3-Alkynylboronates
Sasaki, Y.; Horita, Y.; Zhong, C.; Sawamura, M.; Ito, H. Angew. Chem., Int. Ed. 2011, 50, 2778 - 2782.
DOI: 10.1002/anie.201007182

image

[128] Rational Construction of Perylene Bisimide Columnar Superstructures with Biased Helical Sense
Seki, T.; Asano, A.; Seki, S.; Kikkawa, Y.; Murayama,H.; Karatsu, T.; Kitamura, A.; Yagai, S. Chem. Eur. J. 2011, 17, 3598 - 3608. Selected as “Frontispiece”.
DOI: 10.1002/chem.201003540

[127] Catalytic Asymmetric Hydrolysis: Asymmetric Hydrolytic Protonation of Enolesters Catalyzed by Phase Transfer Catalysts
Eiji Yamamoto; Ayano Nagai; Akiyuki Hamasaki; Makoto Tokunaga Chem. Eur. J. 2011, 17, 7178 - 7182.
DOI: 10.1002/chem.201100833

[126] Intermolecular Amination of Allyl Alcohols with Sulfamates: Effective Utilization of Mercuric Catalyst.
Yamamoto, H.; Ho, E.; Sasaki, I.; Mitsutake, M.; Takagi, Y.; Imagawa, H.; Nishizawa, M. Eur. J. Org. Chem. 2011, 2417 - 2420.
DOI: 10.1002/ejoc.201100054

[125] Enantioselective Synthesis of trans-Aryl- and -Heteroaryl-Substituted Cyclopropylboronates by Copper(I)-Catalyzed Reactions of Allylic Phosphates with a Diboron Derivative
Zhong, C.; Kunii, S.; Kosaka, Y.; Sawamura, M.; Ito, H. J. Am. Chem. Soc. 2010, 132, 11440 - 11442.
DOI: 10.1021/ja103783p

[124] Copper(I)-Catalyzed Asymmetric Monoborylation of 1,3-Dienes: Synthesis of Enantioenriched Cyclic Homoallyl- and Allylboronates
Sasaki, Y.; Zhong, C.; Sawamura, M.; Ito, H. J. Am. Chem. Soc. 2010, 132, 1226 - 1227.
DOI: 10.1021/ja909640b

[123] Stereospecific Synthesis of Cyclobutylboronates through Copper(I)-Catalyzed Reaction of Homoallylic Sulfonates and a Diboron Derivative
Ito, H.; Toyoda, T.; Sawamura, M. J. Am. Chem. Soc. 2010, 132, 5990 - 5992.
DOI: 10.1021/ja101793a

[122] Desymmetrization of meso-2-Alkene-1,4-diol Derivatives through Copper(I)-Catalyzed Asymmetric Boryl Substitution and Stereoselective Allylation of Aldehydes
Ito, H.; Okura, T.; Matsuura, K.; Sawamura, M. Angew. Chem., Int. Ed. 2010, 122, 570 - 573.
DOI: 10.1002/ange.200905993

image

[121] Structural and Electronic Properties of Extremely Long Perylene Bisimide Nanofibers Formed through a Stoichiometrically Mismatched, Hydrogen-Bonded Complexation
Yagai, S.; Seki, T.; Murayama, H.; Wakikawa, Y.; Ikoma, T.; Karatsu, T.; Kitamura, A.; Honsho, Y.; Seki, S. Small 2010, 6, 2731 - 2740.
DOI: 10.1002/smll.201001344

[120] Highly Atom Efficient Catalytic Reactions Utilizing Water and Alcohols as Reagents
Akiyuki Hamasaki; Eiji Yamamoto; Hisashi Itoh; Makoto Tokunaga J. Organomet. Chem. 2010, 696, 202 - 210.
DOI: 10.1016/j.jorganchem.2010.08.053

[119] Direct Enantio-Convergent Transformation of Racemic Ssubstrates without Racemization or Symmetrization
Ito, H.; Kunii, S.; Sawamura, M. Nature Chemistry 2010, 2, 972 - 976.
DOI: 10.1038/nchem.801

[118] Ortho-C-H Borylation of Benzoate Esters with Bis(pinacolato)diboron Catalyzed by Iridium-phosphine Complexes
Ishiyama, T.; Isou, H.; Kikuchi, T.; Miyaura, N. Chem. Commun. 2010, 46, 159.
DOI: 10.1039/b910298a

[117] Assembly of Fullerene-Carbon Nanotubes: Temperature Indicator for Photothermal Conversion
Shen, Y.; Skirtach, A. G.; Seki, T.; Yagai, S.; Li, H.; Mowald, H.; Nakanishi, T. J. Am. Chem. Soc. 2010, 132, 8566 - 8568.
DOI: 10.1021/ja1026024

[116] Metal Complexes-catalyzed Hydrolysis, Alcoholysis, and Hydroalkoxylation
Makoto Tokunaga; Akiyuki Hamasaki; Eiji Yamamoto; Hisashi Itoh J. Synth. Org. Chem. Jpn. 2010, 68, 738 - 744.

[115] Hg(OTf)2-catalyzed, Cycloisomerization of Aryl- and Hetero-substituted 1,3-Dienes
Yamamoto, H.; Shiomi, S.; Odate, D.; Sasaki, I.; Namba, K.; Imagawa, H.; Nishizawa, M. Chem. Lett. 2010, 39, 830 - 831. Selected as “Editor’s Choice”.
DOI: 10.1246/cl.2010.830

[114] The Synthesis of Allenes by Cu(I)-Catalyzed Regio- and Stereoselective Reduction of Propargylic Carbonates with Hydrosilanes
Zhong, C.; Sasaki, Y.; Ito, H.; Sawamura, M. Chem. Commun. 2009, 5850 - 5852.
DOI: 10.1039/b910192f

Graphical abstract: The synthesis of allenes by Cu(i)-catalyzed regio- and stereoselective reduction of propargylic carbonates with hydrosilanes

[113] Hg(OTf)2-Catalyzed Instantaneous Hydration of b- and d-Hydroxy Internal Alkynes with Complete Regioselectivity
Nishizawa, M.; Takemoto, T.; Sasaki, I.; Nakano, M.; Ho, E.; Namba, K.; Yamamoto, H.; Imagawa, H. Synlett 2009, 1175 - 1179.
DOI: 10.1055/s-0028-1088153

[112] Gold(I) Hydride Intermediate in Catalysis: Dehydrogenative Alcohol Silylation Catalyzed by Gold(I) Complex
Ito, H.; Saito, T.; Miyahara, T.; Zhong, C.; Sawamura, M. Organometallics 2009, 28, 4829 - 4840.
DOI: 10.1021/om900445w

Abstract Image

[111] Unconventional Hydrogen-bond-directed Hierarchical Co-assembly between Perylene Bisimide and Azobenzene-Functionalized Melamine
Yagai, S.; Hamamura; Wang, S. H.; Stepanenko, V.; Seki, T.; Unoike, K.; Kikkawa, Y.; Karatsu, T.; Kitamura, A. Org. Biomol. Chem. 2009, 7, 3926 - 3929.
DOI: 10.1039/b912809c

[110] Kinetic resolution of P-chirogenic compounds by Pd-catalyzed alcoholysis of vinyl ethers.
Hisahi Itoh; Eiji Yamamoto; Shigeyuki Masaoka; Ken Sakai; Makoto Tokunaga Adv. Synth. Catal. 2009, 351, 1796 - 1800.
DOI: 10.1002/adsc.200900304

[109] Silaphenylmercuric Triflate-Catalyzed Reactions: The First Solid Supported Mercuric Salt Catalyst.
Yamamoto, H.; Sasaki, I.; Hirai, Y.; Namba, K.; Imagawa, H.; Nishizawa, M. Angew. Chem. Int. Ed. 2009, 48, 1244 - 1247.
DOI: 10.1002/anie.200804641

[108] Copper(I)-Catalyzed Substitution of Propargylic Carbonates with Diboron: Selective Synthesis of Multisubstituted Allenylboronates
Ito, H.; Sasaki, Y.; Sawamura, M. J. Am. Chem. Soc. 2008, 130, 15774 - 15775.
DOI: 10.1021/ja806602h

[107] Reversible Mechanochromic Luminescence of [(C6F5Au)2(μ-1,4-)]diisocyanobenzene
Ito, H.; Saito, T.; Oshima, N.; Kitamura, N.; Ishizaka, S.; Hinatsu, Y.; Wakeshima, M.; Kato, M.; Tsuge, K.; Sawamura, M. J. Am. Chem. Soc. 2008, 130, 10044 - 10045.
DOI: 10.1021/ja8019356

[106] Vinylic C-H Borylation of Cyclic Vinyl Ethers with Bis(Pinacolato)diboron Catalyzed by an Iridium(I)-dtbpy Complex
Kikuchi, T.; Takagi, J.; Isou, H.; Ishiyama, T.; Miyaura, N. Chem. Asian J. 2008, 3, 2082.
DOI: 10.1002/asia.200800157

[105] Miniaturization of Nanofibers Composed of Melamine-appended Perylene Bisimides and Cyanurates
Seki, T.; Yagai, S.; Karatsu, T.; Kitamura, A. Chem. Lett. 2008, 37, 764 - 765.
DOI: 10.1246/cl.2008.764

[104] Synthesis of Optically Active Boron-Silicon Bifunctional Cyclopropane Derivatives through Enantioselective Copper(I)-Catalyzed Reaction of Allylic Carbonates with a Diboron Derivative
Ito, H.; Kosaka, Y.; Nonoyama, K.; Sasaki, Y.; Sawamura, M. Angew. Chem., Int. Ed. 2008, 47, 7424.
DOI: 10.1002/anie.200802342

image

[103] Iridium-catalyzed Vinylic C-H Borylation of Cyclic Vinyl Ethers by Bis(pinacolato)diboron
Kikuchi, T.; Takagi, J.; Ishiyama, T.; Miyaura, N. Chem. Lett. 2008, 37, 664.
DOI: 10.1246/cl.2008.664

[102] Formation of Supramolecular Polymers and Discrete Dimers of Perylene Bisimide Dyes Based on Melamine-Cyanurates Hydrogen-Bonding Interactions
Seki, T.; Yagai, S.; Karatsu, T.; Kitamura, A. J. Org. Chem. 2008, 73, 3328 - 3335. Selected as “Featured Article”
DOI: 10.1021/jo800338f

[101] Enantioselective Addition of Terminal Alkynes to Aromatic Aldehydes Catalyzed by Cu(I) Complexes with Wide Bite-Angle Chiral Bisphosphine Ligands: Optimization, Scope and Mechanistic Studies
Asano, Y.; Ito, H.; Hara, K.; Sawamura, M. Organometallics 2008, 27, 3901.
DOI: 10.1021/ol701534n

[100] Practical Synthesis of Pinacolborane for One-pot Synthesis of Unsymmetrical Biaryls via Aromatic C-H Borylation-cross-coupling Sequence
Kikuchi, T.; Nobuta, Y.; Umeda, J.; Yamamoto, Y.; Ishiyama, T.; Miyaura, N. Tetrahedron 2008, 64, 4967.
DOI: 10.1016/j.tet.2008.03.102

[99] Transformation from H- to J-Aggregated Perylene Bisimide Dyes by Complexation with Cyanurates
Yagai, S.; Seki, T.; Karatsu, T.; Kitamura, A.; Wurthner. F. Angew. Chem. Int.Ed. 2008, 47, 3367 - 3371.
DOI: 10.1002/anie.200705385

[98] Kinetic resolution of phosphoryl and sulfonyl esters of 1,1′-bi-2-naphthol via Pd-catalyzed alcoholysis of their vinyl ethers
Takeshi Sakuma; Eiji Yamamoto; Hiroshi Aoyama; Yasushi Obora; Yasushi Tsuji; Makoto Tokunaga Tetrahedron Asymmetry 2008, 19, 1593 - 1599.
DOI: 10.1016/j.tetasy.2008.06.034

[97] Hg(OTf)2-Catalyzed Arylene Cyclization.
Namba, K.; Yamamoto, H.; Sasaki, I.; Mori, K.; Imagawa, H.; Nishizawa, M. Org. Lett. 2008, 10, 1767 - 1770.
DOI: 10.1021/ol800450x

[96] Synthesis and Sructural Characterization of a Tetranuclear Platinum(II) Metallamacrocycle Containing 1,3-Diisocyanoarene Ligands
Ito, H.; Maeda, T.; Sawamura, M. Bull. Chem. Soc. Jpn. 2007, 80, 1981.
DOI: 10.1246/bcsj.80.1981

[95] Design and Synthesis of Isocyanide Ligands for Catalysis: Application to Rh-Catalyzed Hydrosilylation of Ketones
Ito, H.; Kato, T.; Sawamura, M. Chem. Asian J. 2007, 2, 1436.
DOI: 10.1002/asia.200700215

Scheme 1image

[94] Copper-catalyzed Enantioselective Substitution of Allylic Carbonates with Diboron: An Efficient Route to Optically Active Chiral Allylboronates
Ito, H.; Ito, S.; Sasaki, Y.; Matsuura, K.; Sawamura, M. J. Am. Chem. Soc. 2007, 129, 14856.
DOI: 10.1021/ja076634o

[93] Enantioselective Addition of Terminal Alkynes to Aldehydes Catalyzed by a Cu(I)-TRAP Complex
Asano, Y.; Hara, K.; Ito, H.; Sawamura, M. Org. Lett. 2007, 9, 3901 - 3904.
DOI: 10.1021/ol701534n

[92] Hg(OAc)2-0.1Sc(OTf)3-Catalyzed Cycloisomerization of 2-(4-Pentynyl)-furan
Yamamoto, H.; Sasaki, I.; Imagawa, H.; Nishizawa, M. Org. Lett. 2007, 9, 1399 - 1402.
DOI: 10.1021/ol070335m

[91] Electronically Tunable Compact Trialkylphosphines: SMAPs-bridged Bicyclic Phosphines
Ochida, A; Ito, S.; Miyahara, T.; Ito, H.; Sawamura, M. Chem. Lett. 2006, 35, 294 - 295.
DOI: 10.1246/cl.2006.294

[90] Synthesis of New Bulky Isocyanide Ligands and their Use for Rh-catalyzed Hydrosilylation
Ito, H.; Kato, T.; Sawamura, M. Chem. Lett. 2006, 35, 1038 - 1039.
DOI: 10.1246/cl.2006.1038

figure

[89] Improvements of Efficiency and Regioselectivity in the Iridium(I)-catalyzed Aromatic C-H Silylation of Arenes with Fluorodisilanes
Saiki, T.; Nishio, Y.; Ishiyama, T.; Miyaura, N. Organometallics 2006, 25, 6068.
DOI: 10.1021/om050968+

[88] Optical Resolution by Rare Liquid-liquid Extraction
Makoto Tokunaga; Eiji Yamamoto Kagaku 2006, 61, 61 - 62.

[87] Versatile Dehydrogenative Alcohol Silylation Catalyzed by Cu(I)-phosphine Complex
Ito, H.; Watanabe, A.; Sawamura, M. Org. Lett. 2005, 7, 1869.
DOI: 10.1021/ol050559+

[86] Gold(I)-phosphine Catalyst for the Highly Chemoselective Dehydrogenative Silylation of Alcohols
Ito, H.; Takagi, K.; Miyahara, T.; Sawamura, M. Org. Lett. 2005, 7, 3001.
DOI: 10.1021/ol050979z

[85] Regioselective Aromatic C-H Silylation of Five-membered Heteroarenes with Fluorodisilanes Catalyzed by Iridium(I) Complexes
Ishiyama, T.; Sato, K.; Nishio, Y.; Saiki, T.; Miyaura, N. Chem. Commun. 2005, 5065.
DOI: 10.1039/b511171d

[84] Copper-catalyzed γ-Selective and Stereospecific Substitution Reaction of Allylic Carbonates with Diboron: Efficient Route to Chiral Allylboron Compounds
Ito, H.; Kawakami, C.; Sawamura, M. J. Am. Chem. Soc. 2005, 127, 16034.
DOI: 10.1021/ja056099x

[83] Mechanism of the Mild Functionalization of Arenes by Diboron Reagents Catalyzed by Iridium Complexes. Intermediacy and Chemistry of Bipyridine-ligated Iridium Trisboryl Complexes
Boller, T. M.; Murphy, J. M.; Hapke, M.; Ishiyama, T.; Miyaura, N.; Hartwig, J. F. J. Am. Chem. Soc. 2005, 127, 14263.
DOI: 10.1021/ja053433g

[82] Iridium-catalyzed Direct Borylation of Five-membered Heteroarenes by Bis(pinacolato)diboron: Regioselective, Stoichiometric, and Room Temperature Reactions
Ishiyama, T.; Takagi, J.; Yonekawa, Y.; Hartwig, J. F.; Miyaura, N. Adv. Synth. Catal. 2003, 345, 1103.
DOI: 10.1002/adsc.200303058

[81] Palladium-catalyzed Cross-coupling Reaction of Bis(pinacolato)diboron with Vinyl Triflates β-Substituted by a Carbonyl Group: Efficient Synthesis of β-Boryl-α,β-Unsaturated Carbonyl Compounds and their Synthetic Utility
Ishiyama, T.; Takagi, J.; Kamon, A.; Miyaura, N. J. Organomet. Chem. 2003, 687, 284.
DOI: 10.1016/s0022-328x(03)00611-9

[80] Direct Synthesis of Aryl Halosilanes through Iridium(I)-catalyzed Aromatic C-H Silylation by Disilanes
Ishiyama, T.; Sato, K.; Nishio, Y.; Miyaura, N. Angew. Chem., Int. Ed. 2003, 42, 5346.
DOI: 10.1002/anie.200352399

[79] Room Temperature Borylation of Arenes and Heteroarenes Using Stoichiometric Amounts of Pinacolborane Catalyzed by Iridium Complexes in an inert Solvent
Ishiyama, T.; Nobuta, Y.; Hartwig, J. F.; Miyaura, N. Chem. Commun. 2003, 2924.
DOI: 10.1039/b311103b

[78] Nonvolatile Me3P-like P-Donor Ligand: Synthesis and Properties of 4-Phenyl-1-phospha-4-silabicyclo-[2.2.2]-octane
Ochida, A.; Hara, K.; Ito, H.; Sawamura, M. Org. Lett. 2003, 5, 2671 - 2674.
DOI: 10.1021/ol0349099

[77] Transition Metal-catalyzed Borylation of Alkanes and Arenes via C-H Activation
Ishiyama, T.; Miyaura, N. J. Organomet. Chem. 2003, 680, 3.
DOI: 10.1016/s0022-328x(03)00176-1

[76] Palladium-catalyzed Cross-coupling Reaction of Bis(pinacolato)diboron with 1-Alkenyl Halides or Triflates: Convenient Synthesis of Unsymmetrical 1,3-Dienes via the Borylation-coupling Sequence
Takagi, J.; Takahashi, K.; Ishiyama, T.; Miyaura, N. J. Am. Chem. Soc. 2002, 124, 8001.
DOI: 10.1021/ja0202255

[75] Iridium-catalyzed C-H Coupling Reaction of Heteroaromatic Compounds with Bis(pinacolato)diboron: Regioselective Synthesis of Heteroarylboronates
Takagi, J.; Sato, K.; Hartwig, J. F.; Ishiyama, T.; Miyaura, N. Tetrahedron Lett. 2002, 43, 5649.
DOI: 10.1002/chin.200244181

[74] Synthesis of β-Boryl-α,β-Unsaturated Carbonyl Compounds via Palladium-catalyzed Cross-coupling Reaction of Bis(pinacolato)diboron with Vinyl Triflates
Takagi, J.; Kamon, A.; Ishiyama, T.; Miyaura, N. Synlett 2002, 1880.
DOI: 10.1055/s-2002-34869

[73] Mild Iridium-catalyzed Borylation of Arenes. High Turnover Numbers, Room Temperature Reactions, and Isolation of a Potential intermediate
Ishiyama, T.; Takagi, J.; Ishida, K.; Miyaura, N.; Anastasi, N. R.; Hartwig, J. F. J. Am. Chem. Soc. 2002, 124, 390.
DOI: 10.1021/ja0173019

[72] A Stoichiometric Aromatic C-H Borylation Catalyzed by Iridium(I)/2,2′-Bipyridine Complexes at Room Temperature
Ishiyama, T.; Takagi, J.; Hartwig, J. F.; Miyaura, N. Angew. Chem., Int. Ed. 2002, 41, 3056.
DOI: 10.1002/chin.200251174

[71] Nucleophilic Borylation of Benzyl Halides with Bis(pinacolato)diboron Catalyzed by Palladium(0) Complexes
Ishiyama, T.; Oohashi, Z.; Ahiko, T.; Miyaura, N. Chem. Lett. 2002, 780.
DOI: 10.1002/chin.200251176

[70] Acceleration Effect of Lewis Acid in Allylboration of Aldehydes: Catalytic, Regiospecific, Diastereospecific, and Enantioselective Synthesis of Homoallyl Alcohols
Ishiyama, T.; Ahiko, T.; Miyaura, N. J. Am. Chem. Soc. 2002, 124, 12414.
DOI: 10.1021/ja0210345

[69] A Borylcopper Species Generated from Bis(pinacolato)diboron and Its Additions to α,β -Unsaturated Carbonyl Compounds and Terminal Alkynes
Takahashi, K.; Ishiyama, T.; Miyaura, N. J. Organomet. Chem. 2001, 625, 47.

[68] Palladium-catalyzed Benzylic C-H Borylation of Alkylbenzenes with Bis(pinacolato)diboron or Pinacolborane
Ishiyama, T.; Ishida, K.; Takagi, J.; Miyaura, N. Chem. Lett. 2001, 1082.
DOI: 10.1002/chin.200212196

[67] Synthesis of Pinacol Arylboronates via Cross-coupling Reaction of Bis(pinacolato)diboron with Chloroarenes Catalyzed by Palladium(0)-Tricyclohexylphosphine Complexes
Ishiyama, T.; Ishida, K.; Miyaura, N. Tetrahedron 2001, 57, 9813.
DOI: 10.1016/S0040-4020(01)00998-X

[66] Boration of an α, β-Enone Using a Diboron Promoted by a Copper(I)-Phosphine Mixture Catalyst
Ito, H.; Yamanaka, H.; Tateiwa, J.-i.; Hosomi, A. Tetrahedron Lett. 2000, 41, 6821 - 6825.
DOI: 10.1016/S0040-4039(00)01161-8

[65] Synthesis of 1-Alkenylboronic Esters via Palladium-catalyzed Cross-coupling Reaction of Bis(pinacolato)diboron with 1-Alkenyl Halides and Triflates
Takahashi, K.; Takagi, J.; Ishiyama, T.; Miyaura, N. Chem. Lett. 2000, 126.
DOI: 10.1002/chin.200024166

[64] New Reactivity of a Reducing Reagent Generated from a Copper(I) Salt and a Hydrosilane: Selective Reduction of Ketones and Olefins Conjugated with an Aromatic Group
Ito, H.; Yamanaka, H.; Ishizuka, T.; Tateiwa, J.-i.; Hosomi, A. Synlett 2000, 479 - 482.
DOI: 10.1055/s-2000-6580

[63] Addition and Coupling Reactions of Bis(pinacolato)diboron Mediated by CuCl in the Presence of Potassium Acetate
Takahashi, K.; Ishiyama, T.; Miyaura, N. Chem. Lett. 2000, 982.
DOI: 10.1246/cl.2000.982

[62] First Gold Complex-catalysed Selective Hydrosilylation of Organic Compounds
Ito, H.; Yajima, T.; Tateiwa, J.-i.; Hosomi, A. Chem. Commun. 2000, 981 - 982.
DOI: 10.1039/B001743O

image file: b001743o-u1.tif

[61] Chemistry of Group 13 Element-Transition Metal Linkage - the Platinum- and Palladium-catalyzed Reactions of (Alkoxo)diborons
Ishiyama, T.; Miyaura, N. J. Organomet. Chem. 2000, 611, 392.
DOI: 10.1016/S0022-328X(00)00470-8

[60] An Unprecedented Catalytic Reaction Using Gold(I) Complexes
Ito, H.; Yajima, T.; Tateiwa, J.-i.; Hosomi, A. Tetrahedron Lett. 1999, 40, 7807 - 7810.
DOI: 10.1016/S0040-4039(99)01621-4

[59] Platinum(0)-catalyzed Diboration of Methylenecyclopropanes with Bis(pinacolato)diboron: a Selective Route to 2,4-Bis(boryl)-1-Butenes
Ishiyama, T.; Momota, S.; Miyaura, N. Synlett 1999, 1790.
DOI: 10.1002/chin.200009167

[58] Highly Stereoselective Metathesis Reaction between Optically Active Hydrosilane and Copper(I) Salt in 1,3-Dimethyl-2-imidazolidinone
Ito, H.; Ishizuka, T.; Okumura, T.; Yamanaka, H.; Tateiwa, J.-i.; Sonoda, M.; Hosomi, A. J. Orgmet. Chem. 1999, 574, 102 - 106.
DOI: 10.1016/S0022-328X(98)00923-1

[57] Synthesis of Organoboron Compounds via the Transition Metal-catalyzed Addition and Coupling Reaction of (Alkoxo)diborons
Ishiyama, T.; Miyaura, H. J. Synth. Org. Chem. 1999, 57, 503.
DOI: 10.1002/chin.200114291

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[55] Uncatalyzed Aldol Reaction Using a Dimethylsilyl Enolate and α-Dimethylsilyl Ester in N,N-Dimethylformamide
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[54] Intramolecular Hydrogen Bond-promoted C-C Bond Formation: Reaction Rate Enhancement and Regioselective Allylation of Carbonyl Compounds
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[53] New Method for Introduction of a Silyl Group into α,β-Enones using a Disilane Catalyzed by a Copper(I) Salt
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[51] Palladium-catalyzed Carbonylative Cross-coupling Reaction of Arylboronic Acids with Aryl Electrophiles: Synthesis of Biaryl Ketones
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[50] Di-functionalization of Alkenes Using an Oxidant Generated from Manganese(II) Chloride under Oxygen: Synthesis of γ-Lactones
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[48] Highly Stereoselective Intramolecular Addition of a Hydroxyl Group to Vinylsilanes via 1,2-Silyl Migration
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[42] Synthesis of Arylboronates via the Palladium(0)-catalyzed Cross-coupling Reaction of Tetra(alkoxo)diborons with Aryl Triflates
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[38] Alkyllithium-mediated Anomalous Trimerization of 2,6-Xylyl Isocyanide
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[37] Regio- and Stereoselective Incorporation of a C-13 nuclide into D-ribo-Phytosphingosine via SmI2-mediated C-C Formation with C-13-Labeled Isocyanide
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[36] Platinum(0)-Catalysed Diboration of Alka-1,3-Dienes with Bis(pinacolato)diboron
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[34] A Synthesis of (E)-(1-Organo-1-Alkenyl)Boronates by the Palladium-catalyzed Cross-coupling Reaction of (E)-1,2-Bis(boryl)-1-alkenes with Organic Halides: A Formal Carboboration of Alkynes via the Diboration-coupling Sequence
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[32] the Palladium-catalyzed Cross-coupling Reaction of 9-Organothio-9-Borabicyclo[3.3.1]nonanes with organic Electrophiles: Synthesis of Unsymmetrical Sulfides
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[31] Titanocene- and Zirconocene-mediated Cyclization of Allyl Propargyl Ethers. Stereoselective Synthesis of 3-Methylenetetrahydrofurans
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[29] ”Tailor-made” Carbonyl Ylides: [3+2] Cycloaddition of the Parent and Optionally Substituted Nonstabilized Carbonyl Ylides
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[28] a Synthesis of Allylboronates via the Palladium(0)-catalyzed Cross-coupling Reaction of Bis(pinacolato)diboron with Allylic Acetates
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[27] Synthesis of Ketones From Iodoalkenes, Carbon-Monoxide and 9-Alkyl-9-Borabicyclo[3,3,1]nonane Derivatives via a Radical Cyclization and Palladium-catalyzed Carbonylative Cross-coupling Sequence
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[26] Palladium(0)-catalyzed Cross-coupling Reaction of Alkoxydiboron with Haloarenes - A Direct Procedure For Arylboronic Esters
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[25] Synthesis of Unsymmetrical α-Diketones via Autooxidation of α-Hydroxy Imines
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[23] Synthesis of α-Hydroxy Ketones by Samarium(II) Iodide-Mediated Coupling of Organic Halides, an Isocyanide, and Carbonyl-compounds
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[22] Platinum(0)-catalyzed Diboration of Alkynes
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[21] Stereoselective Synthesis of 2-Amino Alcohols by Use of an Isocyanide as an Aminomethylene Equivalent
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[18] Palladium-catalyzed Alkyl-Alkyl Cross-coupling Reaction of 9-Alkyl-9-BBN Derivatives with Iodoalkanes Possessing β-Hydrogens
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[15] Synthesis of Functionalized organotin Compounds via Palladium-catalyzed Cross-coupling Reaction of Aryl or 1-Alkenyl Halides with 9-(ω-Stannylalkyl)-9-Borabicyclo[3.3.1]nonanes
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[13] A Stereoselective Route to Alkenyl Sulfides Through the Palladium-catalyzed Cross-coupling Reaction of 9-Alkyl-9-BBN with 1-Bromo-1-Phenylthioethene or (E)-2-Bromo-1-Phenylthio-1-Alkenes and (Z)-2-Bromo-1-Phenylthio-1-Alkenes
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[8] Ru/Me-BIPAM-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes and α-Ketoesters
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[7] Asymmetric addition of arylboronic acids to glyoxylate catalyzed by ruthenium/Me-BIPAM complex
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Highlighted in Synfact 2012, 516.

[6] Synthesis of water-soluble polyisocyanates with the oligo(ethylene glycol) side-chain as new thermoresponsive polymers
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cover figure

[5] Fe(III)-catalyzed trityl benzyl ether formation and disproportionation cascade reactions to yield benzaldehydes
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[4] Investigation of Meyer-Schuster rearrangement promoted by a Samarium(III) triflate/N-fluorobenzenesulfonimide Lewis acid system.
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[3] Lewis acid-assisted N-fluorobenzenesulfonimide-based electrophilic fluorine catalysis in Beckmann rearrangement
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[2] Access to Benzo[a]carbazoles and Indeno[1,2-c]quinolines by a Gold(I)-Catalyzed Tunable Domino Cyclization of Difunctional 1,2-Diphenylethynes
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[1] Enhanced Gearing Fidelity Achieved Through Macrocyclization of a Solvated Molecular Spur Gear
Jellen, M.; Liepuoniute, I.; Jin, M.; Jones, C.; Yang, S.; Jiang, X.; Nelson, H.*; Houk, K.*; Garcia-Garibay, M.A.* J. Am. Chem. Soc. 2021, 143, 7740 - 7747.
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