Recent Publications from Kuwata–Kayaki Group

Last Update: April 21, 2020

2020

Central N-Heterocyclic Carbene Moieties in Protic Pincer-Type Bis(pyrazole) Ligands: Perturbation on Steric and Electronic Properties of Ruthenium Center
Tatsuro Toda and Shigeki Kuwata*
J. Organomet. Chem. 2020, 917, 121270 (7 pages). 10.1016/j.jorganchem.2020.121270
A free access until June 5, 2020.

Open Clamshell Dinuclear Palladium(II) Complexes Possessing Out-of-Plane Anisotropy
Koji Yamamoto, Kazuki Higuchi, Shigeki Kuwata, Yoshihiro Hayashi, Susumu Kawauchi, and Toshikazu Takata*
Dalton Trans. 2020, 49(9), 2781-2785. 10.1039/D0DT00323A

A Universal Strategy toward Cyclic Topologies Based on the Dynamic Behavior of a Bis(hindered amino)disulfide Linker
Nao Tsurumi, Rikito Takashima, Daisuke Aoki,* Shigeki Kuwata, and Hideyuki Otsuka*
Angew. Chem. Int. Ed. 2020, 59(11), 4269-4273. 10.1002/anie.201910722
Angew. Chem. 2020, 132(11), 4299-4303. 10.1002/ange.201910722

Amidines as Effective Ancillary Ligands in Copper-Catalyzed Hydrogenation of Carbon Dioxide
Ryo Watari,* Shigeki Kuwata, and Yoshihito Kayaki*
Chem. Lett. 2020, 49(3), 252-254. 10.1246/cl.190873

Macrocyclic Metal Complexes Bearing Rigid Polyaromatic Ligands: Synthesis and Catalytic Activity
Koji Yamamoto, Kazuki Higuchi, Masahiro Ogawa, Hiromitsu Sogawa, Shigeki Kuwata, Yoshihiro Hayashi, Susumu Kawauchi, and Toshikazu Takata*
Chem. Asian J. 2020, 15(3), 356-359. 10.1002/asia.201901561

Mechanistic Study on Catalytic Disproportionation of Hydrazine by a Protic Pincer-Type Iron Complex through Proton-Coupled Electron Transfer
Hiromasa Tanaka,* Seiji Hitaoka, Kazuki Umehara, Kazunari Yoshizawa, and Shigeki Kuwata*
Eur. J. Inorg. Chem. 2020, (15-16), 1472-1482. 10.1002/ejic.201901135

Half-Sandwich Iridium Complexes Bearing a Diprotic Glyoxime Ligand: Structural Diversity Induced by Reversible Deprotonation
Taishin Takamura, Takuya Harada, Tatsuro Furuta, Takao Ikariya, and Shigeki Kuwata*
Chem. Asian J. 2020, 15(1), 72-78. 10.1002/asia.201901276 [highlighted as front cover]

2019

Formal Deoxygenative Hydrogenation of Lactams Using PNHP‐Pincer Ruthenium Complexes under Nonacidic Conditions
Osamu Ogara, Hideki Nara, Kazuhiko Matsumura, and Yoshihito Kayaki*
Org. Lett. 2019, 21(24), 9954-9959. 10.1021/acs.orglett.9b03878

Synthesis of a Half-Sandwich Hydroxidoiridium(III) Complex Bearing a Nonprotic N-Sulfonyldiamine Ligand and Its Transformations Triggered by the Brøsted Basicity
Shoko Kamezaki, Yoshihito Kayaki,* Shigeki Kuwata, and Takao Ikariya
Inorganics 2019, 7(10), 125(1-8). 10.3390/inorganics7100125

Synthesis and Characterization of 9,9-Bis(4-hydroxyphenyl and 4-aminophenyl)dibenzofluorenes: Novel Fluorene-Based Monomers
Surasak Seesukphronrarak, Shinichi Kawasaki, Shigeki Kuwata, and Toshikazu Takata*
J. Polym. Sci., Part A: Polym. Chem. 2019, 57(24), 2602-2605. 10.1002/pola.29540

Multiple Absolute Stereocontrol in Cascade Lactone Formation via Dynamic Kinetic Resolution Driven by the Asymmetric Transfer Hydrogenation of Keto Acids with Oxo-Tethered Ruthenium Catalysts
Taichiro Touge,* Kazuhiko Sakaguchi, Nao Tamaki, Hideki Nara, Tohru Yokozawa, Kazuhiko Matsumura, and Yoshihito Kayaki*
J. Am. Chem. Soc. 2019, 141(41), 16354-16361. 10.1021/jacs.9b07297 [highlighted as a cover picture article]

Reductive Amination of Ketonic Compounds Catalyzed by Cp*Ir(III) Complexes Bearing Picolinamidato Ligands
Kouichi Tanaka, Takashi Miki, Kunihiko Murata, Ayumi Yamaguchi, Yoshihito Kayaki, Shigeki Kuwata,* Takao Ikariya, and Masahito Watanabe*
J. Org. Chem. 2019, 84(17), 10962-10977. 10.1021/acs.joc.9b01565

Metal-Ligand Cooperative C-O Bond Cleavage of Propargylic Alcohol with Protic Pyrazole Complexes of Ruthenium
Naoto Tashima, Satomi Ohta, and Shigeki Kuwata*
Faraday Discuss. 2019, 220, 364-375. 10.1039/C9FD00040B

A P-C Chelate, Protic 1,2-Dihydropyridin-2-ylidene Ruthenium Complex: Synthesis, Structure, and Reversible Deprotonation
Naoto Tashima, Taka Sawazaki, Yoshihito Kayaki, Shigeki Kuwata*
Chem. Lett. 2019, 48(8), 787-790. 10.1246/cl.190253

Catalytic Hydrogenation of Carboxamides with a Bifunctional Cp*Ru Catalyst Bearing an Imidazol-2-ylidene with a Protic Aminoethyl Side Chain
Teruhiro Kawano, Ryo Watari, Yoshihito Kayaki,* Takao Ikariya
Synthesis 2019, 51(12), 2542-2547. 10.1055/s-0037-1611794

Poly(ethyleneimine)s-Mediated Consecutive Hydrogenation of Carbon Dioxide to Methanol with Ru Catalysts
Atsuki Yoshimura, Ryo Watari, Shigeki Kuwata, and Yoshihito Kayaki*
Eur. J. Inorg. Chem. 2019, (18), 2375-2380. 10.1002/ejic.201900322

Cleavage of N-H Bond of Ammonia via Metal-Ligand Cooperation Enables Rational Design of a Conceptually New Noyori-Ikariya Catalyst
Pavel A. Dub,* Asuka Matsunami, Shigeki Kuwata, and Yoshihito Kayaki*
J. Am. Chem. Soc. 2019, 141(6), 2661-2677. 10.1021/jacs.8b12961

Metallo-Supramolecular Assembly of Protic Pincer-Type Complexes: Encapsulation of Dinitrogen and Carbon Disulfide into Multiproton-Responsive Diruthenium Cage
Tatsuro Toda, Satoshi Suzuki, and Shigeki Kuwata*
Chem. Commun. 2019, 55(8), 1028-1031. 10.1039/C8CC08384C [highlighted as inside back cover]

2018

Harmonious Hydrogenation Catalysis
Yoshihito Kayaki,* and Ryo Watari
Nat. Catal. 2018, 1(10), 739-740. [Link for unsubscribers] 10.1038/s41929-018-0163-9

Synthesis and Reactivity of Cp*IrIII Complexes with a C-S Chelate Displaying Metal/Sulfur Bifunctionality
Naoki Yamamoto, Yasuhiro Sato, Yoshihito Kayaki,* and Takao Ikariya
Organometallics 2018, 37(19), 3342-3352. 10.1021/acs.organomet.8b00562

Design of Multiproton-Responsive Metal Complexes as Molecular Technology for Transformation of Small Molecules
Shigeki Kuwata
In Molecular Technology: Energy Innovation, Yamamoto, H.; Kato, T., Eds.; Wiley-VCH, 2018; pp81-103. (ISBN: 978-3-527-80278-4) 10.1002/9783527823987.vol1_c4

Copper Catalysts Unleashing the Potential for Hydrogenation of Carbon‐Oxygen Bonds
Ryo Watari* and Yoshihito Kayaki*
Asian J. Org. Chem. 2018, 3(10), 2005-2014. 10.1021/10.1002/ajoc.201800436

Accessible Bifunctional Oxy-tethered Ruthenium(II) Catalysts for Asymmetric Transfer Hydrogenation
Asuka Matsunami, Marika Ikeda, Hitomi Nakamura, Minori Yoshida, Shigeki Kuwata, and Yoshihito Kayaki*
Org. Lett. 2018, 20(17), 5213-5218. 10.1021/acs.orglett.8b02157

Transfer Hydrogenation of Ketones to Alcohols
Asuka Matsunami, Yoshihito Kayaki, and Takao Ikariya
In Science of Synthesis Reference Library: Catalytic Reduction in Organic Synthesis; de Vries, J. G., Ed.; Thieme, 2018; Vol. 2, pp 47-92. 10.1055/sos-SD-227-00014

Complexes Bearing Protic N-Heterocyclic Carbene Ligands
Shigeki Kuwata* and F. Ekkehardt Hahn*
Chem. Rev. 2018, 118(19), 9642-9677. 10.1021/acs.chemrev.8b00176

N-Monomethylation of Aromatic Amines with Methanol via PNHP-Pincer Ru Catalysts
Osamu Ogata,* Hideki Nara, Mitsuhiko Fujiwhara, Kazuhiko Matsumura, and Yoshihito Kayaki*
Org. Lett. 2018, 20(13), 3866-3870. 10.1021/acs.orglett.8b01449

Nucleophilic Aromatic Substitution in Hydrodefluorination Exemplified by Hydridoiridium(III) Complexes with Fluorinated Phenylsulfonyl-1,2-diphenylethylenediamine Ligands
Asuka Matsunami, Yoshihito Kayaki,* Shigeki Kuwata, and Takao Ikariya
Organometallics 2018, 37(12), 1958-1969. 10.1021/acs.organomet.8b00242

Science of Nitrogen Fixation Developed by Cooperation between Chemistry and Biology
Shigeki Kuwata* and Masanobu Hidai*
J. Synth. Org. Chem. Jpn. 2018, 76(4), 346-357. [in Japanese] 10.5059/yukigoseikyokaishi.76.346

Hydrogen Evolution from Formic Acid and Hydrodefluorination of Fluoroarenes by Bifunctional Iridium Catalysts --- Beyond the Transfer Hydrogenation
Asuka Matsunami, Shigeki Kuwata, and Yoshihito Kayaki*
J. Synth. Org. Chem. Jpn. 2018, 76(4), 315-324. [in Japanese] 10.5059/yukigoseikyokaishi.76.315

Upgrading and Expanding the Scope of Homogeneous Transfer Hydrogenation
Asuka Matsunami and Yoshihito Kayaki*
Tetrahedron Lett. 2018, 59(6), 504-513. 10.1016/j.tetlet.2017.12.078
A free access until March 3, 2018.

Selective Asymmetric Transfer Hydrogenation of α-Substituted Acetophenones with Bifunctional Oxo-Tethered Ruthenium(II) Catalysts
Yamato Yuki,* Taichiro Touge, Hideki Nara, Kazuhiko Matsumura, Mitsuhiko Fujiwhara, Yoshihito Kayaki,* and Takao Ikariya
Adv. Synth. Catal. 2018, 360(3), 568-574. 10.1002/adsc.201701227

Protic NNN and NCN Pincer-Type Ruthenium Complexes Featuring (Trifluoromethyl)pyrazole Arms: Synthesis and Application to Catalytic Hydrogen Evolution from Formic Acid
Yoshiko Nakahara, Tatsuro Toda, Asuka Matsunami, Yoshihito Kayaki, and Shigeki Kuwata*
Chem. Asian J. 2018, 13(1), 73-80. 10.1002/asia.201701474

Iron and Ruthenium Complexes Having a Pincer-type Ligand with Two Protic Amidepyrazole Arms: Structures and Catalytic Application
Yoshiko Nakahara, Tatsuro Toda, and Shigeki Kuwata*
Polyhedron 2018, 143, 105-110. 10.1016/j.poly.2017.08.044
A free access until April 20, 2018.

2017

Dehydrogenation
Yoshihito Kayaki and Takao Ikariya
Science of Synthesis: Catalytic Oxidation in Organic Synthesis 2017, 1, 81-112. 10.1055/sos-SD-225-00048

Ruthenium-Catalyzed Dimerization of 1,1-Diphenylpropargyl Alcohol to a Hydroxybenzocyclobutene and Related Reactions
Hoang Ngan Nguyen, Naoto Tashima, Takao Ikariya, and Shigeki Kuwata*
Inorganics 2017, 5(4), 80(1-8). 10.3390/inorganics5040080

Distinct Promotive Effects of 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) on Polymer Supports in Copper-Catalyzed Hydrogenation of C=O Bonds
Ryo Watari,* Norio Matsumoto, Shigeki Kuwata, and Yoshihito Kayaki*
ChemCatChem 2017, 9(24), 4501-4507. 10.1002/cctc.201701316

A Bifunctional Iridium Catalyst Modified for Persistent Hydrogen Generation from Formic Acid: Understanding Deactivation via Cyclometalation of a 1,2-Diphenylethylenediamine Motif
Asuka Matsunami, Shigeki Kuwata, and Yoshihito Kayaki*
ACS Catal. 2017, 7(7), 4479-4484. 10.1021/acscatal.7b01068

Synthesis and Structures of NCN Pincer-Type Ruthenium and Iridium Complexes Bearing Protic Pyrazole Arms
Tatsuro Toda, Koki Saitoh, Akihiro Yoshinari, Takao Ikariya, and Shigeki Kuwata*
Organometallics 2017, 36(6), 1188-1195. 10.1021/acs.organomet.7b00065

Kinetically Stabilized Aliphatic Nitrile N-Oxides as Click Agents: Synthesis, Structure, and Reactivity
Toyokazu Tsutsuba, Hiromitsu Sogawa, Shigeki Kuwata, and Toshikazu Takata*
Chem. Lett. 2017, 46(3), 315-318. 10.1246/cl.161098

Stereoselective Synthesis of Chloride-Phosphine Ruthenium Complexes Bearing a Pyrazole-Based Protic Tripodal Amine Ligand
Hiroaki Yamagishi, Hiroyuki Konuma, and Shigeki Kuwata*
Polyhedron 2017, 125, 173-178. 10.1016/j.poly.2016.11.037

2016

Protic N-heterocyclic Carbene versus Pyrazole: Rigorous Comparison of Proton- and Electron-Donating Abilities in a Pincer-Type Framework
Tatsuro Toda, Akihiro Yoshinari, Takao Ikariya,* and Shigeki Kuwata*
Chem. Eur. J. 2016, 22(46), 16675-16683. 10.1002/chem.201602552

Comparative Study of Bifunctional Mononuclear and Dinuclear Amidoiridium Complexes with Chiral C-N Chelating Ligands for the Asymmetric Transfer Hydrogenation of Ketones
Yasuhiro Sato, Yoshihito Kayaki,* and Takao Ikariya*
Chem. Asian J. 2016, 11(20), 2924-2931. 10.1002/asia.201600955

Efficient Access to Chiral Benzhydrols via Asymmetric Transfer Hydrogenation of Unsymmetrical Benzophenones with Bifunctional Oxo-Tethered Ruthenium Catalysts
Taichiro Touge,* Hideki Nara, Mitsuhiko Fujiwhara, Yoshihito Kayaki,* and Takao Ikariya
J. Am. Chem. Soc. 2016, 138(32), 10084-10087. 10.1021/jacs.6b05738

Atmospheric Hydrogenation of Esters Catalyzed by PNP-Ruthenium Complexes with an N-Heterocyclic Carbene Ligand
Osamu Ogata,* Yuji Nakayama, Hideki Nara, Mitsuhiko Fujiwhara, and Yoshihito Kayaki*
Org. Lett. 2016, 18(15), 3894-3897. 10.1021/acs.orglett.6b01900

Hydrodefluorination of Fluoroarenes Using Hydrogen Transfer Catalysts with a Bifunctional Iridium/NH Moiety
Asuka Matsunami, Shigeki Kuwata, and Yoshihito Kayaki*
ACS Catal. 2016, 6(8), 5181-5185. 10.1021/acscatal.6b01590

Cationic Iridium and Rhodium Complexes with C-N Chelating Primary Benzylic Amine Ligands as Potent Catalysts for Hydrogenation of Unsaturated Carbon-Nitrogen Bonds
Yasuhiro Sato, Yoshihito Kayaki,* and Takao Ikariya*
Organometallics 2016, 35(9), 1257-1264. 10.1021/acs.organomet.6b00133

Structural Analysis and Inclusion Mechanism of Native and Permethylated α-Cyclodextrin-Based Rotaxanes Containing Alkylene Axles
Yosuke Akae, Yasuhito Koyama, Hiromitsu Sogawa, Yoshihiro Hayashi, Susumu Kawauchi, Shigeki Kuwata, and Toshikazu Takata*
Chem. Eur. J. 2016, 22(15), 5335-5341. 10.1002/chem.201504882

2015

Protic Ruthenium Tris(pyrazol-3-ylmethyl)amine Complexes Featuring a Hydrogen-Bonding Network in the Second Coordination Sphere
Hiroaki Yamagishi, Shohei Nabeya, Takao Ikariya,* and Shigeki Kuwata*
Inorg. Chem. 2015, 54(24), 11584-11586. 10.1021/acs.inorgchem.5b02044

Synthesis and Structures of Ruthenium and Iron Complexes Bearing an Unsymmetrical Pincer-Type Ligand with Protic Pyrazole and Tertiary Aminoalkyl Arms
Tatsuro Toda, Shigeki Kuwata,* and Takao Ikariya*
Z. Anorg. Allg. Chem. 2015, 641(12-13), 2135-2139. 10.1002/zaac.201500558

Enhanced Hydrogen Generation from Formic Acid by Half-Sandwich Iridium(III) Complexes with Metal/NH Bifunctionality: A Pronounced Switch from Transfer Hydrogenation
Asuka Matsunami, Yoshihito Kayaki,* and Takao Ikariya*
Chem. Eur. J. 2015, 21(39), 13513-13517. 10.1002/chem.201502412

Mechanistic Aspects of the Carboxylative Cyclization of Propargylamines and Carbon Dioxide Catalyzed by Gold(I) Complexes Bearing an N-Heterocyclic Carbene Ligand
Shun Hase, Yoshihito Kayaki,* and Takao Ikariya*
ACS Catal. 2015, 5(9), 5135-5140. 10.1021/acscatal.5b01335

Exact Helical Polymer Synthesis by Two-Point-Covalent-Linking Protocol between C2-Chiral Spirobifluorene and C2- or Cs-Symmetric Anthraquinone Monomers
Zhaozhong Yi, Hitoshi Okuda, Yasuhito Koyama, Ryota Seto, Satoshi Uchida, Hiromitsu Sogawa, Shigeki Kuwata, and Toshikazu Takata*
Chem. Commun. 2015, 51(52), 10423-10426. 10.1039/C5CC02086G

Highly Selective Carboxylative Cyclization of Allenylmethylamines with Carbon Dioxide Using N-Heterocyclic Carbene-Silver(I) Catalysts
Kyohei Yamashita, Shun Hase, Yoshihito Kayaki,* and Takao Ikariya*
Org. Lett. 2015, 17(10), 2334-2337. 10.1021/acs.orglett.5b00809

Hydrogenation of Carbon Dioxide to Formate Catalyzed by a Copper/1,8-Diazabicyclo[5.4.0]undec-7-ene System
Ryo Watari,* Yoshihito Kayaki, Shin-ichi Hirano, Norio Matsumoto, and Takao Ikariya*
Adv. Synth. Cat. 2015, 357(7), 1369-1373. 10.1002/adsc.201500043

Synthesis and Cavity Size Effect of Pd-containing Macrocycle Catalyst for Efficient Intramolecular Hydroamination of Allylurethane
Masahiro Ogawa, Masaki Nagashima, Hiromitsu Sogawa, Shigeki Kuwata, and Toshikazu Takata*
Org. Lett. 2015, 17(7), 1664-1667. 10.1002/10.1021/acs.orglett.5b00378

Azametallametallocene Formation via Double sp3 C-H Activation of 6-Substituted ortho-Toluidines by a Half-sandwich Acetatoiridium Complex
Yasuhiro Sato, Yoshihito Kayaki, and Takao Ikariya*
Chem. Lett. 2015, 44(2), 188-190. 10.1246/cl.140954

2014

Cyclodextrin-Based Size-Complementary [3]Rotaxanes: Selective Synthesis and Specific Dissociation
Akae Yosuke, Yasuhiro Koyama , Shigeki Kuwata, and Toshikazu Takata*
Chem. Eur. J. 2014, 20(51), 17132-17136. 10.1002/chem.201405005

Advantageous Asymmetric Ketone Reduction with Competitive Hydrogenation/Transfer Hydrogenation System Using Chiral Bifunctional Iridium Catalysts
Junki Moritani, Yoshihito Kayaki, and Takao Ikariya*
RSC Adv. 2014, 4(105), 61001-61004. 10.1039/c4ra07854c

Heterolysis of NH-Indoles by Bifunctional Amido Complexes and Applications to Carboxylation with Carbon Dioxide
Atsushi Ueno, Yoshihito Kayaki, and Takao Ikariya*
Organometallics 2014, 33(17), 4479-4485. 10.1021/om500695a

Metal-Ligand Bifunctional Reactivity and Catalysis of Protic N-Heterocyclic Carbene and Pyrazole Complexes Featuring β-NH Units
Shigeki Kuwata* and Takao Ikariya*
Chem. Commun. 2014, 50(92), 14290-14300. 10.1039/c4cc04457f

Unsymmetrical Pincer-Type Ruthenium Complex Containing β-Protic Pyrazole and N-Heterocyclic Carbene Arms: Comparison of Brøsted Acidity of NH Groups in Second Coordination Sphere
Tatsuro Toda, Shigeki Kuwata,* and Takao Ikariya*
Chem. Eur. J. 2014, 20(31), 9539-9542. 10.1002/chem.201403179

Hydrogenation of Carboxylic Acid Derivatives with Bifunctional Ruthenium Catalysts
Yoshihito Kayaki and Takao Ikariya*
Pure Appl. Chem. 2014, 86(6), 933-943. 10.1515/pac-2014-0103

Synthesis, Structures, and Reactivities of Iron, Cobalt, and Manganese Complexes Bearing a Pincer Ligand with Two Protic Pyrazole Arms
Kazuki Umehara, Shigeki Kuwata,* and Takao Ikariya*
Inorg. Chim. Acta 2014, 413, 136-142. 10.1016/j.ica.2013.12.041

Aerobic Oxidative Desymmetrization of Meso-diols with Bifunctional Amidoiridium Catalysts Bearing Chiral N-Sulfonyldiamine Ligands
Junki Moritani, Yasuharu Hasegawa, Yoshihito Kayaki, and Takao Ikariya*
Tetrahedron Lett. 2014, 55(6), 1188-1191. 10.1016/j.tetlet.2013.12.103

2013

NHC-Gold(I) Complexes as Effective Catalysts for the Carboxylative Cyclization of Propargylamines with Carbon Dioxide
Shun Hase, Yoshihito Kayaki, and Takao Ikariya*
Organometallics 2013, 32(19), 5285-5288. 10.1021/om400949m

C-F Bond Breaking through Aromatic Nucleophilic Substitution with a Hydroxo Ligand Mediated via Water Bifunctional Activation
Pavel A. Dub, Hui Wang, Asuka Matsunami, Ilya D. Gridnev, Shigeki Kuwata, and Takao Ikariya*
Bull. Chem. Soc. Jpn. 2013, 86(5), 557-568. 10.1246/bcsj.20120359 [BCSJ Award Article]

N-N Bond Cleavage of Hydrazines with a Multiproton-Responsive Pincer-Type Iron Complex
Kazuki Umehara, Shigeki Kuwata,* and Takao Ikariya*
J. Am. Chem. Soc. 2013, 135(18), 6754-6757. 10.1021/ja3122944

Cycloaddition of Tertiary Aziridines and Carbon Dioxide Using a Recyclable Organocatalyst, 1,3-Di-tert-butylimidazolium-2-Carboxylate: Straightforward Access to 3-Substituted 2-Oxazolidones
Atsushi Ueno, Yoshihito Kayaki, and Takao Ikariya*
Green Chem. 2013, 15(2), 425-430. 10.1039/c2gc36414j