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Development and Application of Base-Metal-Catalyzed Highly Selective C-C and C-N Bond Formations

Research Project

Project/Area Number 15H05485
Research Category

Grant-in-Aid for Young Scientists (A)

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionOsaka University

Principal Investigator

Hirano Koji  大阪大学, 工学研究科, 准教授 (70532696)

Project Period (FY) 2015-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥23,140,000 (Direct Cost: ¥17,800,000、Indirect Cost: ¥5,340,000)
Fiscal Year 2018: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2017: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2016: ¥9,100,000 (Direct Cost: ¥7,000,000、Indirect Cost: ¥2,100,000)
Fiscal Year 2015: ¥6,240,000 (Direct Cost: ¥4,800,000、Indirect Cost: ¥1,440,000)
Keywords銅 / ニッケル / 炭素ー水素結合切断 / 炭素ー炭素結合形成 / 炭素ー窒素結合形成 / 二座配向基 / パイ共役化合物 / 炭素ー水素結合活性化 / 二座型配向基 / アミノ化 / アミノボロン酸 / トリフルオロメチルアミン / 選択的合成 / 有機合成化学 / 銅塩 / 含窒素複素環 / 脱炭酸 / 有機化学 / ビアリールカップリング / ホスフィン / 有機金属化学 / イソインドリノン / イソニトリル / マレイミド / 酸化カップリング
Outline of Final Research Achievements

We have uniquely focused on the high potential of base metals and developed copper- and nickel-catalyzed highly selective carbon-carbon and carbon-nitrogen bond forming reactions via C-H bond cleavage. The newly developed base metal catalysis can replace the reported noble metals such as palladium and rhodium. Additionally, the aforementioned copper and nickel catalysis are found to promote some challenging C-H transformations even under noble metal catalysis. Moreover, we successfully prepare some nitrogen-containing, highly condensed pi-conjugated molecules, which are of high potential in material chemistry.

Academic Significance and Societal Importance of the Research Achievements

本研究はこれまで触媒活性の低さからあまり注目されてこなかった銅およびニッケルに着目し、これらを利用した高選択的分子変換反応の開発を目指したものである。先行研究で用いられている貴金属触媒であるパラジウムやロジウムの触媒機能をこれら安価な金属元素で代替することに成功した点に一定の社会的意義がある。また、貴金属触媒系では実現できない分子変換を可能にする等、銅やニッケル特有の触媒機能を見いだすことで、今後の触媒化学の発展に大きく貢献できる点に大きな学術的意義がある。

Report

(5 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Annual Research Report
  • 2016 Annual Research Report
  • 2015 Annual Research Report
  • Research Products

    (55 results)

All 2019 2018 2017 2016 2015

All Journal Article (41 results) (of which Int'l Joint Research: 2 results,  Peer Reviewed: 41 results,  Open Access: 3 results,  Acknowledgement Compliant: 16 results) Presentation (13 results) (of which Int'l Joint Research: 6 results,  Invited: 10 results) Book (1 results)

  • [Journal Article] Synthesis of Dibenzophospholes by Tf2O-Mediated Intramolecular Phospha-Friedel-Crafts-Type Reaction2019

    • Author(s)
      Kazutoshi Nishimura, Koji Hirano, Masahiro Miura
    • Journal Title

      Organic Letters

      Volume: 21 Issue: 5 Pages: 1467-1470

    • DOI

      10.1021/acs.orglett.9b00219

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Seven‐Membered Benzolactones by Nickel‐Catalyzed C-H Coupling of Benzamides with Oxetanes2019

    • Author(s)
      Shibo Xu, Kazutaka Takamatsu, Koji Hirano, Masahiro Miura
    • Journal Title

      Chemistry-A European Journal

      Volume: 印刷中 Issue: 40 Pages: 9400-9404

    • DOI

      10.1002/chem.201900543

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Solvent‐Controlled Rh‐Catalyzed C6‐Selective C‐H Alkenylation and Alkylation of 2‐ Pyridones with Acrylates2019

    • Author(s)
      Sunit Hazra, Koji Hirano, Masahiro Miura
    • Journal Title

      Asian Journal of Organic Chemistry

      Volume: 印刷中 Issue: 7 Pages: 1097-1101

    • DOI

      10.1002/ajoc.201900190

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of New C-N and C-P Bond Formations with Alkenes and Alkynes Based on Electrophilic Amination and Phosphination2018

    • Author(s)
      Koji Hirano, Masahiro Miura
    • Journal Title

      Journal of Synthetic Organic Chemistry, Japan

      Volume: 76 Issue: 11 Pages: 1206-1214

    • DOI

      10.5059/yukigoseikyokaishi.76.1206

    • NAID

      130007503332

    • ISSN
      0037-9980, 1883-6526
    • Year and Date
      2018-11-01
    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Palladium-Catalyzed Benzylic Phosphorylation of Diarylmethyl Carbonates2018

    • Author(s)
      Akihiro Matsude, Koji Hirano, Masahiro Miura
    • Journal Title

      Organic Letters

      Volume: 20 Issue: 12 Pages: 3553-3556

    • DOI

      10.1021/acs.orglett.8b01323

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Diphosphination of Arynes with Diphosphines2018

    • Author(s)
      Yuto Okugawa, Yoshihiro Hayashi, Susumu Kawauchi, Koji Hirano, Masahiro Miura
    • Journal Title

      Organic Letters

      Volume: 20 Issue: 12 Pages: 3670-3673

    • DOI

      10.1021/acs.orglett.8b01470

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of α‐Aminophosphines by Copper‐Catalyzed Regioselective Hydroamination of Vinylphosphines2018

    • Author(s)
      Tatsuaki Takata, Daiki Nishikawa, Koji Hirano, Masahiro Miura
    • Journal Title

      Chemistry-A European Journal

      Volume: 24 Issue: 43 Pages: 10975-10978

    • DOI

      10.1002/chem.201802491

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Nickel‐Catalyzed Stereospecific C‐H Coupling of Benzamides with Epoxides2018

    • Author(s)
      Shibo Xu, Kazutaka Takamatsu, Koji Hirano, Masahiro Miura
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 57 Issue: 36 Pages: 11797-11801

    • DOI

      10.1002/anie.201807664

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Phosphenium Cation Mediated Formal Cycloaddition Approach to Benzophospholes2018

    • Author(s)
      Kazutoshi Nishimura, Yuto Unoh, Koji Hirano, Masahiro Miura
    • Journal Title

      Chemistry-A European Journal

      Volume: 24 Issue: 50 Pages: 13089-13092

    • DOI

      10.1002/chem.201803225

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Diphosphination of 1,3-Dienes with Diphosphines under Visible-Light-Promoted Photoredox Catalysis2018

    • Author(s)
      Nobutaka Otomura, Koji Hirano, Masahiro Miura
    • Journal Title

      Organic Letters

      Volume: 20 Issue: 24 Pages: 7965-7968

    • DOI

      10.1021/acs.orglett.8b03534

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Copper-mediated Decarboxylative Coupling of Benzamides with Potassium Malonate Monoesters via Directed C-H Cleavage2018

    • Author(s)
      Takamatsu Kazutaka、Hirano Koji、Miura Masahiro
    • Journal Title

      Chemistry Letters

      Volume: 47 Issue: 4 Pages: 450-453

    • DOI

      10.1246/cl.171212

    • NAID

      130006638918

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Oxidative Rearrangement of Benzylamines to 4H-3,1-Benzoxazines via Cu/Mn-Promoted Intramolecular C-H Amination/Electrocyclic Reaction Cascade2018

    • Author(s)
      Chiaki Yamamoto, Kazutaka Takamatsu, Koji Hirano, Masahiro Miura
    • Journal Title

      Heterocycles

      Volume: 印刷中 Issue: 1 Pages: 395-395

    • DOI

      10.3987/com-18-s(t)27

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed Regio- and Enantioselective Aminoboration of Unactivated Terminal Alkenes2018

    • Author(s)
      Kato Kodai、Hirano Koji、Miura Masahiro
    • Journal Title

      Chemistry-A European Journal

      Volume: 24 Issue: 22 Pages: 1-5

    • DOI

      10.1002/chem.201801070

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Bromine Cation Initiated vic-Diphosphination of Styrenes with Diphosphines under Photoredox Catalysis2018

    • Author(s)
      Otomura Nobutaka 、Okugawa Yuto 、Hirano Koji、Miura Masahiro
    • Journal Title

      Synthesis

      Volume: 50 Issue: 17 Pages: 3402-3407

    • DOI

      10.1055/s-0037-1609447

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric Synthesis of Diarylmethyl Sulfones by Palladium‐Catalyzed Enantioselective Benzylic Substitution: A Remarkable Effect of Water2018

    • Author(s)
      Atifah Najib, Koji Hirano, Masahiro Miura
    • Journal Title

      Chemistry-A European Journal

      Volume: 24 Issue: 25 Pages: 6525-6529

    • DOI

      10.1002/chem.201800744

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Metal-Free Electrophilic Phosphination/Cyclization of Alkynes2017

    • Author(s)
      Unoh Yuto、Hirano Koji、Miura Masahiro
    • Journal Title

      Journal of the American Chemical Society

      Volume: 139 Issue: 17 Pages: 6106-6109

    • DOI

      10.1021/jacs.7b02977

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Palladium-Catalyzed Asymmetric Benzylic Substitution of Secondary Benzyl Carbonates with Nitrogen and Oxygen Nucleophiles2017

    • Author(s)
      Najib Atifah、Hirano Koji、Miura Masahiro
    • Journal Title

      Organic Letters

      Volume: 19 Issue: 9 Pages: 2438-2441

    • DOI

      10.1021/acs.orglett.7b01022

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Nickel-Catalyzed Directed C6-Selective C-H Alkylation of 2-Pyridones with Dienes and Activated Alkenes2017

    • Author(s)
      Miura Wataru、Hirano Koji、Miura Masahiro
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 82 Issue: 10 Pages: 5337-5344

    • DOI

      10.1021/acs.joc.7b00682

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Cesium Hydroxide-mediated Regio- and Stereoselective Hydroamidation of Internal Aryl Alkynes with Primary Amides2017

    • Author(s)
      Yamamoto Chiaki、Hirano Koji、Miura Masahiro
    • Journal Title

      Chemistry Letters

      Volume: 46 Issue: 7 Pages: 1048-1050

    • DOI

      10.1246/cl.170379

    • NAID

      130005709530

    • ISSN
      0366-7022, 1348-0715
    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Bronsted Base Mediated Stereoselective Diphosphination of Terminal Alkynes with Diphosphanes2017

    • Author(s)
      Okugawa Yuto、Hirano Koji、Miura Masahiro
    • Journal Title

      Organic Letters

      Volume: 19 Issue: 11 Pages: 2973-2976

    • DOI

      10.1021/acs.orglett.7b01209

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A Divergent Approach to Indoles and Oxazoles from Enamides by Directing-Group-Controlled Cu-Catalyzed Intramolecular C-H Amination and Alkoxylation2017

    • Author(s)
      Yamamoto Chiaki、Takamatsu Kazutaka、Hirano Koji、Miura Masahiro
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 82 Issue: 17 Pages: 9112-9118

    • DOI

      10.1021/acs.joc.7b01667

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Copper/Bisphosphine Catalysts in the Internally Borylative Aminoboration of Unactivated Terminal Alkenes with Bis(pinacolato)diboron2017

    • Author(s)
      Kato Kodai、Hirano Koji、Miura Masahiro
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 82 Issue: 19 Pages: 10418-10424

    • DOI

      10.1021/acs.joc.7b01874

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Recent advances in diphosphination of alkynes and alkenes2017

    • Author(s)
      Hirano Koji、Miura Masahiro
    • Journal Title

      Tetrahedron Letters

      Volume: 58 Issue: 46 Pages: 4317-4322

    • DOI

      10.1016/j.tetlet.2017.10.018

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A lesson for site-selective C-H functionalization on 2-pyridones: radical, organometallic, directing group and steric controls2017

    • Author(s)
      Hirano Koji、Miura Masahiro
    • Journal Title

      Chemical Science

      Volume: 58 Issue: 1 Pages: 4317-4322

    • DOI

      10.1039/c7sc04509c

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Rhodium-Catalyzed Electrophilic Amination of Arylboronic Acids with Secondary Hydroxylamines2017

    • Author(s)
      Tomohiro Yasuhisa, Koji Hirano, Masahiro Miura
    • Journal Title

      Chemistry Letters

      Volume: 46 Issue: 4 Pages: 463-465

    • DOI

      10.1246/cl.161158

    • NAID

      130005549121

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Iridium-Catalyzed Site-Selective C-H Borylation of 2-Pyridones2017

    • Author(s)
      Wataru Miura, Koji Hirano, Masahiro Miura
    • Journal Title

      Synthesis

      Volume: 49 Issue: 21 Pages: 4745-4752

    • DOI

      10.1055/s-0036-1588735

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Copper-Mediated Decarboxylative Coupling of Benzamides with ortho-Nitrobenzoic Acids via Directed C-H Cleavage2017

    • Author(s)
      Kazutaka Takamatsu, Koji Hirano, Masahiro MIura
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 56 Issue: 19 Pages: 5353-5357

    • DOI

      10.1002/anie.201701918

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] vic-Diphosphination of Alkenes with Silylphosphine under Visible-Light-Promoted Photoredox Catalysis2017

    • Author(s)
      Otomura Nobutaka, Yuto Okugawa, Koji iIrano, Masahiro Miura
    • Journal Title

      Organic Letters

      Volume: 19 Issue: 18 Pages: 4802-4805

    • DOI

      10.1021/acs.orglett.7b02223

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Highly C3-Selective Direct Alkylation and Arylation of 2-Pyridones under Visible-light-promoted Photoredox Catalysis2016

    • Author(s)
      Atifah Najib, Sho Tabuchi, Koji Hirano, Masahiro Miura
    • Journal Title

      Heterocycles

      Volume: 92 Issue: 7 Pages: 1187-1203

    • DOI

      10.3987/com-16-13459

    • NAID

      40020879225

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Rhodium-Catalyzed C6-Selective C-H Borylation of 2-Pyridones2016

    • Author(s)
      Wataru Miura, Koji Hirano, Masahiro Miura
    • Journal Title

      Organic Letters

      Volume: 18 Issue: 15 Pages: 3742-3745

    • DOI

      10.1021/acs.orglett.6b01762

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Copper-Catalyzed Intramolecular Benzylic C-H Amination for the Synthesis of Isoindolinones2016

    • Author(s)
      Chiaki Yamamoto, Kazutaka Takamatsu, Koji Hirano, Masahiro Miura
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 81 Issue: 17 Pages: 7675-7684

    • DOI

      10.1021/acs.joc.6b01393

    • NAID

      130005295740

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Copper-Catalyzed Regio- and Stereoselective Aminoboration of Alkenylboronates2016

    • Author(s)
      Daiki Nishikawa, Koji Hirano, Masahiro Miura
    • Journal Title

      Organic Letters

      Volume: 18 Issue: 19 Pages: 4856-4859

    • DOI

      10.1021/acs.orglett.6b02338

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Copper-Catalyzed Vicinal Diphosphination of Styrenes: Access to 1,2-Bis(diphenylphosphino)ethane-Type Bidentate Ligands from Olefins2016

    • Author(s)
      Yuto Okugawa, Koji Hirano, Masahiro MIura
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 55 Issue: 43 Pages: 13558-13561

    • DOI

      10.1002/anie.201606976

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis of β-Boryl-α-Aminosilanes by Copper-Catalyzed Aminoboration of Vinylsilanes2016

    • Author(s)
      Kodai Kato, Koji Hirano, Masahiro Miura
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 55 Issue: 46 Pages: 14400-14404

    • DOI

      10.1002/anie.201608139

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Copper-Catalyzed Regioselective Ring-Opening Hydroamination of Methylenecyclopropanes2016

    • Author(s)
      Daiki Nishikawa, Koji Hirano, Masahiro Miura
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 81 Issue: 24 Pages: 12128-12134

    • DOI

      10.1021/acs.joc.6b02483

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Palladium-Catalyzed Asymmetric Benzylic Alkylation of Active Methylene Compounds with α-Naphthylbenzyl Carbonates and Pivalates2016

    • Author(s)
      Sho Tabuchi, Koji Hirano, Masahiro Miura
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 印刷中

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Ligand-Controlled Regiodivergent Cu-Catalyzed Aminoboration of Unactivated Terminal Alkenes2015

    • Author(s)
      Ryosuke Sake, Koji Hirano, Masahiro Miura
    • Journal Title

      Journal of the American Chemical Society

      Volume: 137 Issue: 20 Pages: 6460-6463

    • DOI

      10.1021/jacs.5b02775

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Copper-Mediated Oxidative Coupling of Benzamides with Maleimides via Directed C-H Cleavage2015

    • Author(s)
      Wataru Miura, Koji Hirano, Masahiro Miura
    • Journal Title

      Organic Letters

      Volume: 17 Issue: 16 Pages: 4034-4037

    • DOI

      10.1021/acs.orglett.5b01940

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Copper-Catalyzed Formal [4 + 1] Cycloaddition of Benzamides and Isonitriles via Directed C-H Cleavage2015

    • Author(s)
      Kazutaka Takamatsu, Koji Hirano Masahiro Miura
    • Journal Title

      Organic Letters

      Volume: 17 Issue: 16 Pages: 4066-4069

    • DOI

      10.1021/acs.orglett.5b01986

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Stereospecific Pd-Catalyzed Intermolecular C(sp3)-C(sp) Cross-Coupling of Diarylmethyl Carbonates and Terminal Alkynes Under Base-Free Conditions2015

    • Author(s)
      Sho Tabuchi, Koji Hirano, Masahiro Miura
    • Journal Title

      Chemistry-A European Journal

      Volume: 21 Issue: 47 Pages: 16823-16827

    • DOI

      10.1002/chem.201503647

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Asymmetric Synthesis of α-Aminoboronic Acid Derivatives by Copper-Catalyzed Enantioselective Hydroamination2015

    • Author(s)
      Daiki Nishikawa, Koji Hirano, Masahiro Miura
    • Journal Title

      Journal of the American Chemical Society

      Volume: 137 Issue: 50 Pages: 15620-15623

    • DOI

      10.1021/jacs.5b09773

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] 極性転換が拓く新規炭素ーヘテロ元素結合形成2019

    • Author(s)
      平野 康次
    • Organizer
      日本薬学会第139年会シンポジウム「有機合成化学の若い力:今、ICHIBANアツい化学者たち」
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Phosphination of Alkenes and Alkynes with Phosphinyl Radicals and Phosphenium Cations of Unique Reactivity2018

    • Author(s)
      Koji Hirano
    • Organizer
      International Symposium on Main Group Chemistry Directed towards Organic Synthesis (MACOS)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Palladium-Catalyzed Asymmetric Benzylic Substitution of Secondary Benzyl Carbonates2018

    • Author(s)
      Koji Hirano
    • Organizer
      The 14th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-14)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Phosphination of Alkenes and Alkynes with Phosphinyl Radicals and Phosphenium Cations of Unique Reactivity2018

    • Author(s)
      Koji HIrano
    • Organizer
      Biotechnology and Chemistry for Green Growth
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Phosphination of Alkenes and Alkynes with Phosphinyl Radicals and Phosphenium Cations of Unique Reactivity2018

    • Author(s)
      Koji HIrano
    • Organizer
      International Symposium on Main Group Chemistry Directed towards Organic Synthesis (MACOS)
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 極性転換が拓く新規触媒的炭素-窒素結合形成2017

    • Author(s)
      平野 康次
    • Organizer
      第13回関西創農薬研究会
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] Catalytic vic-Diphosphination of Terminal Alkenes with Silylphosphine2017

    • Author(s)
      Koji Hirano
    • Organizer
      INTERNATIONAL SYMPOSIUM ON PURE & APPLIED CHEMISTRY (ISPAC) 2017
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] Development of New Catalytic C-N Bond Formations Based on Electrophilic Amination2016

    • Author(s)
      Koji Hirano
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] 銅触媒を用いた求電子的アミノ化:”マイナス”を”プラス”にしたら何ができるのか?2016

    • Author(s)
      平野 康次
    • Organizer
      第36回有機合成若手セミナー「明日の有機合成を担う人のために」
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] 銅触媒を用いた窒素およびリン元素導入を伴うアルケンの新規二官能基化反応の開発2016

    • Author(s)
      平野 康次
    • Organizer
      分子研研究会「若い世代が創る次世代型分子触媒の開発とその展望」
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] 銅触媒による求電子的アミノ化を利用した炭素ー窒素結合形成2015

    • Author(s)
      Koji Hirano
    • Organizer
      ITbM/IGER Chemistry Workshop ~Symposium od Organic Chemistry by Students~
    • Place of Presentation
      名古屋大学
    • Year and Date
      2015-10-30
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] Regiodivergent Copper-Catalyzed Aminoboration of Unactivated Terminal Alkenes2015

    • Author(s)
      Koji Hirano
    • Organizer
      OMCOS 18
    • Place of Presentation
      Sitges, Barcelona
    • Year and Date
      2015-06-28
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Regiodivergent Copper-Catalyzed Aminoboration of Unactivated Terminal Alkenes2015

    • Author(s)
      Koji Hirano
    • Organizer
      Organic Chemistry Symposia-Kyoto, RSC Japan Road Show
    • Place of Presentation
      京都大学
    • Year and Date
      2015-06-05
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Book] Copper-Mediated Intermolecular C-H/C-H and C-H/N-H Couplings via Aromatic C-H Cleavage in C-H Bond Activation and Catalytic Functionalization II2015

    • Author(s)
      Koji Hirano, Masahiro Miura
    • Total Pages
      18
    • Publisher
      Springer
    • Related Report
      2015 Annual Research Report

URL: 

Published: 2015-04-16   Modified: 2020-03-30  

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