Basic Information

Faculty

• 工学部

Concurrent Affiliation

• Center for the Promotion of Interdisciplinary Education and Research (C-PiER), スーパーグローバルコース 化学系ユニット

Academic Degree

• 修士（工学）(京都大学)
• 博士（工学）(京都大学)

Language of Instruction

• English

ID,URL

• J-Global ID

  201401035268647968

researchmap URL

• https://researchmap.jp/7000009366

Research

Research Topics, Overview of the research

• Research Topics

  Development of organic transformations catalyzed by dual catalysis

• Overview of the research

  Transition-metal catalyzed reaction is a powerful tool in synthetic chemistry. Most of previous reactions were catalyzed by a single catalysis. Therefore, I am trying to develop new reactions which are catalyzed by dual catalysis.

Research Areas

• Nanotechnology/Materials, Synthetic organic chemistry

Papers

• 1,2-Arylboration of aliphatic alkenes by cooperative palladium/copper catalysis

  Kazuhiko Semba; Yasuhiro Ohtagaki; Yoshiaki Nakao

  TETRAHEDRON LETTERS, May 2021

  
• Merging Pd-0/Pd-II Redox and Pd-II/Pd-II Non-redox Catalytic Cycles for the Allylarylation of Electron-Deficient Alkenes

  Kazuhiko Semba; Naoki Ohta; Fritz Paulus; Masaki Ohata; Yoshiaki Nakao

  CHEMISTRY-A EUROPEAN JOURNAL, Mar. 2021

  
• Magnesiation of Aryl Fluorides Catalyzed by a Rhodium-Aluminum Complex

  Ikuya Fujii; Kazuhiko Semba; Qiao-Zhi Li; Shigeyoshi Sakaki; Yoshiaki Nakao

  JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, Jul. 2020

  
• Nickel-catalysed anti-Markovnikov hydroarylation of unactivated alkenes with unactivated arenes facilitated by non-covalent interactions

  Noam I. Saper; Akito Ohgi; David W. Small; Kazuhiko Semba; Yoshiaki Nakao; John F. Hartwig

  Nature Chemistry, 01 Mar. 2020, Peer-reviewed

  
• A PA1P pincer ligand bearing a 2-Diphenylphosphinophenoxy backbone

  Kazuhiko Semba; Ikuya Fujii; Yoshiaki Nakao

  Inorganics, 01 Dec. 2019, Peer-reviewed

  
• Carboallylation of Electron-Deficient Alkenes with Organoboron Compounds and Allylic Carbonates by Cooperative Palladium/Copper Catalysis

  Kazuhiko Semba; Naoki Ohta; Yoshiaki Nakao

  Organic Letters, 21 Jun. 2019, Peer-reviewed

  
• Cross-coupling reactions by cooperative Pd/Cu or Ni/Cu catalysis based on the catalytic generation of organocopper nucleophiles

  Kazuhiko Semba; Yoshiaki Nakao

  Tetrahedron, 08 Feb. 2019

  
• Pd/NHC-catalyzed cross-coupling reactions of nitroarenes

  Myuto Kashihara; Rong Lin Zhong; Kazuhiko Semba; Shigeyoshi Sakaki; Yoshiaki Nakao

  Chemical Communications, 2019, Peer-reviewed

  
• Synthesis of N-heterocyclic carbene ligands for site-selective C-H alkylation by cooperative nickel/aluminum catalysis

  Shogo Okumura; Tomohiro Ebara; Kazuhiko Semba; Yoshiaki Nakao

  Heterocycles, 2019, Peer-reviewed

  
• Rhodium Complexes Bearing PAlP Pincer Ligands

  Naofumi Hara; Teruhiko Saito; Kazuhiko Semba; Nishamol Kuriakose; Hong Zheng; Shigeyoshi Sakaki; Yoshiaki Nakao

  Journal of the American Chemical Society, 13 Jun. 2018, Peer-reviewed

  
• Site-Selective Linear Alkylation of Anilides by Cooperative Nickel/Aluminum Catalysis

  Shogo Okumura; Takuya Komine; Erika Shigeki; Kazuhiko Semba; Yoshiaki Nakao

  Angewandte Chemie - International Edition, 22 Jan. 2018, Peer-reviewed

  
• Hydrogenative cross-coupling of internal alkynes and aryl iodides by palladium/copper cooperative catalysis

  Kazuhiko Semba; Ryohei Kameyama; Yoshiaki Nakao

  Chemistry Letters, 2018, Peer-reviewed

  
• Carboallylation of electron-deficient alkenes by palladium/copper catalysis

  Kazuhiko Semba; Naoki Ohta; Yuko Yano; Yoshiaki Nakao

  Chemical Communications, 2018, Peer-reviewed

  
• Cross-Coupling Reactions by Cooperative Metal Catalysis

  Kazuhiko Semba; Yoshiaki Nakao

  JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, Nov. 2017, Peer-reviewed

  
• How to Control Inversion vs Retention Transmetalation between Pd^II-Phenyl and Cu^I-Alkyl Complexes: Theoretical Insight

  Hong Zheng; Kazuhiko Semba; Yoshiaki Nakao; Shigeyoshi Sakaki

  Journal of the American Chemical Society, 11 Oct. 2017, Peer-reviewed

  
• Cross-coupling reactions by cooperative metal catalysis

  Kazuhiko Semba; Yoshiaki Nakao

  Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry, 2017, Peer-reviewed

  
• C3-Selective alkenylation of N-acylindoles with unactivated internal alkynes by cooperative nickel/aluminium catalysis

  Fumiyoshi Inoue; Teruhiko Saito; Kazuhiko Semba; Yoshiaki Nakao

  Chemical Communications, 2017, Peer-reviewed

  
• para-Selective C−H Borylation of (Hetero)Arenes by Cooperative Iridium/Aluminum Catalysis

  Lichen Yang; Kazuhiko Semba; Yoshiaki Nakao

  Angewandte Chemie - International Edition, 2017, Peer-reviewed

  
• Arylboration of internal alkynes by cooperative palladium/copper catalysis

  Kazuhiko Semba; Megumi Yoshizawa; Yasuhiro Ohtagaki; Yoshiaki Nakao

  Bulletin of the Chemical Society of Japan, 2017, Peer-reviewed

  
• Para-Selective Alkylation of Benzamides and Aromatic Ketones by Cooperative Nickel/Aluminum Catalysis

  Shogo Okumura; Shuwei Tang; Teruhiko Saito; Kazuhiko Semba; Shigeyoshi Sakaki; Yoshiaki Nakao

  Journal of the American Chemical Society, 09 Nov. 2016, Peer-reviewed

  
• Arylboration of 1-Arylalkenes by Cooperative Nickel/Copper Catalysis

  Kazuhiko Semba; Yasuhiro Ohtagaki; Yoshiaki Nakao

  Organic Letters, 19 Aug. 2016, Peer-reviewed

  
• Reductive cross-coupling of conjugated arylalkenes and aryl bromides with hydrosilanes by cooperative palladium/copper catalysis

  Kazuhiko Semba; Kenta Ariyama; Hong Zheng; Ryohei Kameyama; Shigeyoshi Sakaki; Yoshiaki Nakao

  Angewandte Chemie - International Edition, 17 May 2016, Peer-reviewed

  
• Silicon-based cross-coupling of aryl tosylates by cooperative palladium/copper catalysis

  Akito Ohgi; Kazuhiko Semba; Tamejiro Hiyama; Yoshiaki Nakao

  Chemistry Letters, 2016, Peer-reviewed

  
• Anti-Markovnikov Hydroheteroarylation of Unactivated Alkenes with Indoles, Pyrroles, Benzofurans, and Furans Catalyzed by a Nickel-N-Heterocyclic Carbene System

  York Schramm; Makoto Takeuchi; Kazuhiko Semba; Yoshiaki Nakao; John F. Hartwig

  Journal of the American Chemical Society, 30 Sep. 2015, Peer-reviewed

  
• Copper-catalyzed semihydrogenation of alkynes to Z -alkenes

  Kazuhiko Semba; Ryohei Kameyama; Yoshiaki Nakao

  Synlett, Feb. 2015, Peer-reviewed

  
• Arylboration of alkenes by cooperative palladium/copper catalysis

  Kazuhiko Semba; Yoshiaki Nakao

  Journal of the American Chemical Society, 28 May 2014, Peer-reviewed

  
• Intramolecular aminocyanation of alkenes by cooperative palladium/boron catalysis

  Yosuke Miyazaki; Naoki Ohta; Kazuhiko Semba; Yoshiaki Nakao

  Journal of the American Chemical Society, 12 Mar. 2014, Peer-reviewed

  
• Copper-catalyzed borylation of α-alkoxy allenes with bis(pinacolato)diboron: Efficient synthesis of 2-boryl 1,3-butadienes

  Kazuhiko Semba; Tetsuaki Fujihara; Jun Terao; Yasushi Tsuji

  Angewandte Chemie - International Edition, 18 Nov. 2013, Peer-reviewed

  
• Highly selective copper-catalyzed hydroboration of allenes and 1,3-dienes

  Kazuhiko Semba; Masataka Shinomiya; Tetsuaki Fujihara; Jun Terao; Yasushi Tsuji

  Chemistry - A European Journal, 27 May 2013, Peer-reviewed

  
• Copper-catalyzed silacarboxylation of internal alkynes by employing carbon dioxide and silylboranes

  Tetsuaki Fujihara; Yosuke Tani; Kazuhiko Semba; Jun Terao; Yasushi Tsuji

  Angewandte Chemie - International Edition, 12 Nov. 2012, Peer-reviewed

  
• Copper-catalyzed highly selective semihydrogenation of non-polar carbon-carbon multiple bonds using a silane and an alcohol

  Kazuhiko Semba; Tetsuaki Fujihara; Tinghua Xu; Jun Terao; Yasushi Tsuji

  Advanced Synthesis and Catalysis, 21 May 2012, Peer-reviewed

  
• Copper-catalyzed highly regio- and stereoselective directed hydroboration of unsymmetrical internal alkynes: Controlling regioselectivity by choice of catalytic species

  Kazuhiko Semba; Tetsuaki Fujihara; Jun Terao; Yasushi Tsuji

  Chemistry - A European Journal, Apr. 2012, Peer-reviewed

  
• Copper-catalyzed hydrocarboxylation of alkynes using carbon dioxide and hydrosilanes

  Tetsuaki Fujihara; Tinghua Xu; Kazuhiko Semba; Jun Terao; Yasushi Tsuji

  Angewandte Chemie - International Edition, 10 Jan. 2011, Peer-reviewed

  
• Copper-catalyzed hydrosilylation with a bowl-shaped phosphane ligand: Preferential reduction of a bulky ketone in the presence of an aldehyde

  Tetsuaki Fujihara; Kazuhiko Semba; Jun Terao; Yasushi Tsuji

  Angewandte Chemie - International Edition, 15 Feb. 2010, Peer-reviewed

  
• Copper-catalyzed semihydrogenation of internal alkynes to (Z)-alkenes

  Semba Kazuhiko; Fujihara Tetsuaki; Terao Jun; Tsuji Yasushi

  Proceeding of Annual/Fall Meetings of the Japan Petroleum Institute, 2010

  
• Copper-catalyzed hydrocarboxylation of an alkyne using carbon dioxide

  Fujihara Tetsuaki; Xu Tinghua; Semba Kazuhiko; Terao Jun; Tsuji Yasushi

  Proceeding of Annual/Fall Meetings of the Japan Petroleum Institute, 2010

  

Misc.

• Copper-catalyzed borylative transformations of non-polar carbon-carbon unsaturated compounds employing borylcopper as an active catalyst species

  Kazuhiko Semba; Tetsuaki Fujihara; Jun Terao; Yasushi Tsuji

  Tetrahedron, Apr. 2015

  
• Copper-catalyzed borylative allyl-allyl coupling reaction

  Kazuhiko Semba; Naoto Bessho; Tetsuaki Fujihara; Jun Terao; Yasushi Tsuji

  Angewandte Chemie - International Edition, 18 Aug. 2014, Peer-reviewed

  
• Regioselective transformation of alkynes catalyzed by a copper hydride or boryl copper species

  Tetsuaki Fujihara; Kazuhiko Semba; Jun Terao; Yasushi Tsuji

  Catalysis Science and Technology, Jun. 2014

  
• Dual-catalyzed transformations combining palladium/gold co-catalysis

  Kazuhiko Semba

  Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry, 2014

  

External funds: Kakenhi

• Carboboration of Alkenes Based on New Mechanisms

  Grant-in-Aid for Early-Career Scientists

  Basic Section 33020:Synthetic organic chemistry-related

  Kyoto University

  仙波 一彦

  From 01 Apr. 2018, To 31 Mar. 2021, Granted

  アリルアリール化;アルケン;協働触媒作用;カルボホウ素化;ニッケル;パラジウム;銅;カルボホウ素化反応;有機ホウ素化合物;遷移金属触媒

  https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-18K14213/
• Development of Reactions by Cooperative Transition-Metal Catalysis Based on Controlling Transition State of Transmetallations

  Grant-in-Aid for Scientific Research (C)

  Kyoto University

  Kazuhiko Semba

  From 18 Jul. 2017, To 31 Mar. 2020, Project Closed

  トランスメタル化;協働触媒;クロスカップリング;パラジウム;コバルト;アルケン;水素化カップリング;銅;トランスメタル化反応;金属協働触媒

  https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-17KT0098/
• Cross-Coupling Reactions Based on Catalytically Generated Organometallics via Addition of Metal Species

  Grant-in-Aid for Young Scientists (B)

  Kyoto University

  Kazuhiko Semba

  From 01 Apr. 2014, To 31 Mar. 2017, Project Closed

  クロスカップリング反応;金属協働触媒;クロスカップリング;パラジウム;銅;ヒドロアリール化;カルボホウ素化;アリールホウ素化;アルキン;アルケン;交差カップリング反応

  https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-26810058/
• Functionalization of Unactivated Bonds by Cooperative Metal Catalysis

  Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)

  Science and Engineering

  Kyoto University

  Yoshiaki NAKAO

  From 01 Apr. 2010, To 31 Mar. 2015, Project Closed

  協働金属触媒;遷移金属;ルイス酸;不活性結合;不活性結合活性化;炭素ー水素結合活性化;炭素ー炭素結合活性化;炭素ー酸素結合活性化;炭素ー窒素結合活性化;炭素-水素結合活性化;炭素-炭素結合活性化;炭素-炭素結合活性

  https://kaken.nii.ac.jp/grant/KAKENHI-PLANNED-22105003/

Administration

Faculty management (title, position)

• From 01 Apr. 2017, To 31 Mar. 2018

  桂事業場環境安全衛生委員会　委員
• From 01 Apr. 2018, To 31 Mar. 2020

  桂事業場環境安全衛生委員会　委員
• From 01 Apr. 2021, To 31 Mar. 2023

  桂事業場環境安全衛生委員会　委員