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Non-condensation type carboxylation mediated by CO2-Lewis base adducts

Research Project

Project/Area Number 24350079
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypePartial Multi-year Fund
Section一般
Research Field Environmental chemistry
Research InstitutionTokyo Institute of Technology

Principal Investigator

Kayaki Yoshihito  東京工業大学, 物質理工学院, 助教 (20572704)

Project Period (FY) 2012-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥18,460,000 (Direct Cost: ¥14,200,000、Indirect Cost: ¥4,260,000)
Fiscal Year 2015: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000)
Fiscal Year 2014: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000)
Fiscal Year 2013: ¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Fiscal Year 2012: ¥8,450,000 (Direct Cost: ¥6,500,000、Indirect Cost: ¥1,950,000)
Keywordsグリーンケミストリー / 二酸化炭素固定 / カルバミン酸 / N-へテロ環カルベン / ウレタン / 金触媒 / 協奏機能触媒 / 付加反応 / 環化カルボキシル化反応 / 金錯体 / 触媒メカニズム / 含窒素へテロ環カルベン / 銀触媒 / アルケニル金錯体 / アミノメチルアレン / 分子触媒 / 金属錯体触媒 / カルボキシル化 / 含窒素ヘテロ環カルベン
Outline of Final Research Achievements

We designed efficient molecular catalyst systems of CO2-addition reactions by utilization of CO2 adducts formed from molecular bases. For example, imidazolium-2-carboxylates derived from N-heterocyclic carbenes and CO2 can serve as effective organocatalysts for synthesis of five-membered cyclic urethanes from tertiary aziridines.
We also developed the carboxylative cyclization of propargylamines catalyzed by NHC-gold complexes to yield a series of cyclic urethanes. For the cyclization of allenylmethylamines, the related NHC-silver complexes were found to be advantageous. These catalytic cycles were also supported by synthetic studies on alkenylgold complexes as the model intermediates.

Report

(6 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Annual Research Report
  • 2014 Annual Research Report
  • 2013 Annual Research Report
  • 2012 Annual Research Report
  • Research Products

    (99 results)

All 2017 2016 2015 2014 2013 2012 Other

All Journal Article (20 results) (of which Peer Reviewed: 19 results,  Acknowledgement Compliant: 12 results,  Open Access: 1 results) Presentation (73 results) (of which Int'l Joint Research: 5 results,  Invited: 1 results) Book (2 results) Remarks (2 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Hydrodefluorination of Fluoroarenes Using Hydrogen Transfer Catalysts with a Bifunctional Iridium/NH Moiety2016

    • Author(s)
      Asuka Matsunami, Shigeki Kuwata, Yoshihito Kayaki
    • Journal Title

      ACS Catalysis

      Volume: 6 Issue: 8 Pages: 5181-5185

    • DOI

      10.1021/acscatal.6b01590

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Atmospheric Hydrogenation of Esters Catalyzed by PNP-Ruthenium Complexes with an N-Heterocyclic Carbene Ligand2016

    • Author(s)
      Osamu Ogata, Yuji Nakayama, Hideki Nara, Mitsuhiko Fujiwhara, Yoshihito Kayaki
    • Journal Title

      Organic Letters

      Volume: 18 Issue: 15 Pages: 3894-3897

    • DOI

      10.1021/acs.orglett.6b01900

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Efficient Access to Chiral Benzhydrols via Asymmetric Transfer Hydrogenation of Unsymmetrical Benzophenones with Bifunctional Oxo-Tethered Ruthenium Catalysts2016

    • Author(s)
      Taichiro Touge, Hideki Nara, Mitsuhiko Fujiwhara, Yoshihito Kayaki, Takao Ikariya
    • Journal Title

      Journal of the American Chemical Society

      Volume: 138 Issue: 32 Pages: 10084-10087

    • DOI

      10.1021/jacs.6b05738

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Comparative Study of Bifunctional Mononuclear and Dinuclear Amidoiridium Complexes with Chiral C-N Chelating Ligands for the Asymmetric Transfer Hydrogenation of Ketones2016

    • Author(s)
      Yasuhiro Sato, Yoshihito Kayaki, Takao Ikariya
    • Journal Title

      Chemistry an Asian Journal

      Volume: 11 Issue: 20 Pages: 2924-2931

    • DOI

      10.1002/asia.201600955

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Cationic Iridium and Rhodium Complexes with C-N Chelating Primary Benzylic Amine Ligands as Potent Catalysts for Hydrogenation of Unsaturated Carbon-Nitrogen Bonds2016

    • Author(s)
      Yasuhiro Sato, Yoshihito Kayaki, Takao Ikariya
    • Journal Title

      Organometallics

      Volume: 35 Issue: 9 Pages: 1257-1264

    • DOI

      10.1021/acs.organomet.6b00133

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Highly Selective Carboxylative Cyclization of Allenylmethylamines with Carbon Dioxide Using N-Heterocyclic Carbene-Silver(I) Catalysts2015

    • Author(s)
      Kyohei Yamashita, Shun Hase, Yoshihito Kayaki, Takao Ikariya
    • Journal Title

      Organic Letters

      Volume: 17 Issue: 10 Pages: 2334-2337

    • DOI

      10.1021/acs.orglett.5b00809

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Mechanistic Aspects of the Carboxylative Cyclization of Propargylamines and Carbon Dioxide Catalyzed by Gold(I) Complexes Bearing an N-Heterocyclic Carbene Ligand2015

    • Author(s)
      Shun Hase, Yoshihito Kayaki, Takao Ikariya
    • Journal Title

      ACS Catalysis

      Volume: 5 Issue: 9 Pages: 5135-5140

    • DOI

      10.1021/acscatal.5b01335

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Enhanced Hydrogen Generation from Formic Acid by Half-Sandwich Iridium(III) Complexes with Metal/NH Bifunctionality: A Pronounced Switch from Transfer Hydrogenation2015

    • Author(s)
      Asuka Matsunami, Yoshihito Kayaki, Takao Ikariya
    • Journal Title

      Chemistry - A European Journal

      Volume: 21 Issue: 39 Pages: 13513-13517

    • DOI

      10.1002/chem.201502412

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthetic Chemistry of Alkenylgold Complexes Associated with Catalytic Intermediates2015

    • Author(s)
      Yoshihito Kayaki
    • Journal Title

      Bulletin of Japan Society of Coordination Chemistry

      Volume: 66 Issue: 0 Pages: 3-11

    • DOI

      10.4019/bjscc.66.3

    • NAID

      130005132990

    • ISSN
      1882-6954, 1883-1737
    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Azametallametallocene Formation via Double sp3 C-H Activation of 6-Substituted Toluidines by a Half-sandwich Acetatoiridium Complex2015

    • Author(s)
      Y. Sato, Y. Kayaki, T. Ikariya
    • Journal Title

      Chemistry Letters

      Volume: 44 Issue: 2 Pages: 188-190

    • DOI

      10.1246/cl.140954

    • NAID

      130004712935

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Hydrogenation of Carbon Dioxide to Formate Catalyzed by a Copper/1,8-Diazabicyclo[5.4.0]undec-7-ene System2015

    • Author(s)
      R. Watari, Y. Kayaki, S. Hirano, N. Matsumoto, T. Ikariya
    • Journal Title

      Advanced Synthesis and Catalysis

      Volume: 357 Issue: 7 Pages: 1369-1373

    • DOI

      10.1002/adsc.201500043

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Heterolysis of NH-Indoles by Bifunctional Amido Complexes and Applications to Carboxylation with Carbon Dioxide2014

    • Author(s)
      A. Ueno, Y. Kayaki, T. Ikariya
    • Journal Title

      Organometallics

      Volume: 33 Pages: 4479-4485

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Hydrogenation of Carboxylic Acid Derivatives with Bifunctional Ruthenium Catalysts2014

    • Author(s)
      T. Ikariya, Y. Kayaki
    • Journal Title

      Pure and Applied Chemistry

      Volume: 86 Issue: 6 Pages: 933-943

    • DOI

      10.1515/pac-2014-0103

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Advantageous Asymmetric Ketone Reduction with Competitive Hydrogenation/Transfer Hydrogenation System Using Chiral Bifunctional Iridium Catalysts2014

    • Author(s)
      J. Moritani, Y. Kayaki, T. Ikariya
    • Journal Title

      RSC Advances

      Volume: 4 Issue: 105 Pages: 61001-61004

    • DOI

      10.1039/c4ra07854c

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Aerobic Oxidative Desymmetrization of meso-Diols with Bifunctional Amidoiridium Catalysts Bearing Chiral N-Sulfonyldiamine Ligands.2014

    • Author(s)
      J. Moritani, Y. Hasegawa, Y. Kayaki, T. Ikariya
    • Journal Title

      Tetrahedron Letters

      Volume: 55 Issue: 6 Pages: 1188-1191

    • DOI

      10.1016/j.tetlet.2013.12.103

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] NHC-Gold(I) Complexes as Effective Catalysts for Carboxylative Cyclization of Propargylamines with Carbon Dioxide.2013

    • Author(s)
      S. Hase, Y. Kayaki, T. Ikariya
    • Journal Title

      Organometallics

      Volume: 32 Issue: 19 Pages: 5285-5288

    • DOI

      10.1021/om400949m

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Cycloaddition of Tertiary Aziridines and Carbon Dioxide Using a Recyclable Organocatalyst, 1,3-Di-tert- butylimidazolium-2-carboxylate : A Straightforward Access to 3-Substituted 2-Oxazolidones2013

    • Author(s)
      A. Ueno, Y. Kayaki, T. Ikariya
    • Journal Title

      Green Chem..

      Volume: 15 Pages: 425-430

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Efficient Dynamic Kinetic Resolution of Racemic Secondary Alcohols by a Chemoenzymatic System Using Bifunctional Iridium Complexes with C-N Chelate Amido Ligands.2012

    • Author(s)
      Y. Sato
    • Journal Title

      Chem. Commun.

      Volume: 48 Issue: 30 Pages: 3635-3637

    • DOI

      10.1039/c2cc30333g

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Studies on Solubility of Uranyl Complexes in Supercritical Carbon Dioxide and Its Controlling Factors Using UV-visible and 17O- and 19F-NMR Spectroscopy.2012

    • Author(s)
      N. Miyamoto
    • Journal Title

      J. Nucl. Sci. Tech.

      Volume: 49 Issue: 1 Pages: 37-46

    • DOI

      10.1080/18811248.2011.636531

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 金属ヒドリド試薬を猛追する分子触媒一水素によるエステル還元反応2012

    • Author(s)
      碇屋隆雄, 植木啓人
    • Journal Title

      化学

      Volume: Vol. 67, No. 9 Pages: 66-67

    • Related Report
      2012 Annual Research Report
  • [Presentation] 含フッ素ジアミン配位子を利用するテザー型ロジウム、イリジウム錯体の合成2017

    • Author(s)
      中村仁美、松並明日香、桑田繁樹、榧木啓人
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学日吉キャンパス(神奈川県)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] ピラゾールーアミン配位子をもつ新規C-Nキレートイリジウム錯体の合成とその性質2017

    • Author(s)
      吉村厚樹、桑田繁樹、榧木啓人
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学日吉キャンパス(神奈川県)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] プロティックなピリジリデン配位子をもつイリジウムおよびルテニウム錯体の合成2017

    • Author(s)
      澤崎鷹、榧木啓人、桑田繁樹
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学日吉キャンパス(神奈川県)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] C-Nキレート配位子をもつアミドイリジウム錯体によるヒドラゾンの脱プロトン化反応と炭素ー炭素結合生成2017

    • Author(s)
      平島遼、桑田繁樹、榧木啓人
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学日吉キャンパス(神奈川県)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] N-トリフリルジアミン配位子を有するイリジウム錯体を用いたギ酸分解による触媒的水素発生反応2017

    • Author(s)
      松並明日香、桑田繁樹、榧木啓人
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学日吉キャンパス(神奈川県)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] N-スルホニルジアミン配位子をもつイリジウム錯体を用いた1,2-ジイミンの触媒的不斉水素化反応2017

    • Author(s)
      其田侑也、松並明日香、桑田繁樹、榧木啓人
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学日吉キャンパス(神奈川県)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] Hydrodefluorination of fluoroarenes using bifunctional hydrogen transfer catalysts2016

    • Author(s)
      Asuka Matsunami, Shigeki, Kuwata, Yoshihito Kayaki
    • Organizer
      6th Asia-Oceania Conference on Sustainable and Green Chemistry
    • Place of Presentation
      City University of Hong Kong (香港)
    • Year and Date
      2016-11-28
    • Related Report
      2016 Annual Research Report
  • [Presentation] Catalytic hydrogenation of carbon dioxide to methanol using amine-based polymers2016

    • Author(s)
      Atsuki Yoshimura, Ryo Watari, Shigeki, Kuwata, Yoshihito Kayaki
    • Organizer
      6th Asia-Oceania Conference on Sustainable and Green Chemistry
    • Place of Presentation
      City University of Hong Kong (香港)
    • Year and Date
      2016-11-28
    • Related Report
      2016 Annual Research Report
  • [Presentation] 含フッ素ジアミン配位子を利用する8族・9族オキソテザー型錯体の合成2016

    • Author(s)
      中村仁美、池田まりか、松並明日香、桑田繁樹、榧木啓人
    • Organizer
      第6回CSJ化学フェスタ
    • Place of Presentation
      タワーホール船堀(東京都)
    • Year and Date
      2016-11-14
    • Related Report
      2016 Annual Research Report
  • [Presentation] Hydrodefluorination of fluoroarenes using iridium transfer hydrogenation catalysts bearing primary benzylic amine ligands2016

    • Author(s)
      松並明日香、桑田繁樹、榧木啓人
    • Organizer
      第63回有機金属化学討論会
    • Place of Presentation
      早稲田大学西早稲田キャンパス(東京都)
    • Year and Date
      2016-09-14
    • Related Report
      2016 Annual Research Report
  • [Presentation] Reversible formation of η1-allyl complexes in allylic deprotonation by C-N chelating amidoiridium complexes2016

    • Author(s)
      平島遼、佐藤康博、桑田繁樹、榧木啓人
    • Organizer
      第63回有機金属化学討論会
    • Place of Presentation
      早稲田大学西早稲田キャンパス(東京都)
    • Year and Date
      2016-09-14
    • Related Report
      2016 Annual Research Report
  • [Presentation] Catalytic hydrogenation of ketones and aldehydes using a copper complex immobilized on DBU-functionalized polystyrene2016

    • Author(s)
      亘理龍、松本伯夫、桑田繁樹、榧木啓人
    • Organizer
      第63回有機金属化学討論会
    • Place of Presentation
      早稲田大学西早稲田キャンパス(東京都)
    • Year and Date
      2016-09-14
    • Related Report
      2016 Annual Research Report
  • [Presentation] Asymmetric hydrogenation of 1,2-diimines catalyzed by iridium complexes bearing an optically active N-sulfonyldiamine ligand2016

    • Author(s)
      其田侑也、松並明日香、桑田繁樹、榧木啓人
    • Organizer
      第63回有機金属化学討論会
    • Place of Presentation
      早稲田大学西早稲田キャンパス(東京都)
    • Year and Date
      2016-09-14
    • Related Report
      2016 Annual Research Report
  • [Presentation] 含フッ素ジアミン配位子を利用するオキソテザー型ルテニウム、イリジウム錯体の合成2016

    • Author(s)
      中村仁美、池田まりか、松並明日香、桑田繁樹、榧木啓人
    • Organizer
      錯体化学会第66回討論会
    • Place of Presentation
      福岡大学(福岡県)
    • Year and Date
      2016-09-10
    • Related Report
      2016 Annual Research Report
  • [Presentation] アミノメチルピラゾールのシクロメタル化反応による新規C-Nキレート性イリジウム錯体の合成2016

    • Author(s)
      吉村厚樹、桑田繁樹、榧木啓人
    • Organizer
      錯体化学会第66回討論会
    • Place of Presentation
      福岡大学(福岡県)
    • Year and Date
      2016-09-10
    • Related Report
      2016 Annual Research Report
  • [Presentation] Asymmetric hydrogenation of 1,2-diimines catalyzed by iridium complexes bearing a chiral N-sulfonyldiamine ligand2016

    • Author(s)
      Yuya Sonoda, Asuka Matsunami, Shigeki, Kuwata, Yoshihito Kayaki
    • Organizer
      8th Multidisciplinary International Student Workshop (MISW2016)
    • Place of Presentation
      東京工業大学大岡山キャンパス(東京都)
    • Year and Date
      2016-08-08
    • Related Report
      2016 Annual Research Report
  • [Presentation] Catalytic hydrodefluorination of fluoroarenes with bifunctional iridium complexes using 2-propanol and formate salts2016

    • Author(s)
      Asuka Matsunami, Shigeki, Kuwata, Yoshihito Kayaki
    • Organizer
      27th International Conference on Organometallic Chemistry (ICOMC2016)
    • Place of Presentation
      メルボルン(オーストラリア)
    • Year and Date
      2016-07-17
    • Related Report
      2016 Annual Research Report
  • [Presentation] 2-プロパノールやギ酸塩を水素源に用いた芳香族パーフルオロ化合物の水素移動型脱フッ素化還元反応2016

    • Author(s)
      松並明日香、桑田繁樹、榧木啓人
    • Organizer
      第109回有機合成シンポジウム
    • Place of Presentation
      東京工業大学大岡山キャンパス(東京都)
    • Year and Date
      2016-06-08
    • Related Report
      2016 Annual Research Report
  • [Presentation] アミン系ポリマーを用いた二酸化炭素の触媒的水素化反応によるメタノール合成2016

    • Author(s)
      吉村厚樹、亘理龍、桑田繁樹、榧木啓人
    • Organizer
      第5回JACI/GSCシンポジウム
    • Place of Presentation
      ANAクラウンプラザホテル神戸(兵庫県)
    • Year and Date
      2016-06-02
    • Related Report
      2016 Annual Research Report
  • [Presentation] NHC-金(I)触媒によるプロパルギルアミンの環化カルボキシル化反応:二酸化炭素を用いる選択的六員環ウレタン合成2016

    • Author(s)
      長谷俊、榧木啓人、碇屋隆雄
    • Organizer
      第5回JACI/GSCシンポジウム
    • Place of Presentation
      ANAクラウンプラザホテル神戸(兵庫県)
    • Year and Date
      2016-06-02
    • Related Report
      2016 Annual Research Report
  • [Presentation] 水素移動触媒を用いる芳香族フッ素化合物の水素化脱フッ素化反応2016

    • Author(s)
      松並明日香、桑田繁樹、榧木啓人
    • Organizer
      第5回JACI/GSCシンポジウム
    • Place of Presentation
      ANAクラウンプラザホテル神戸(兵庫県)
    • Year and Date
      2016-06-02
    • Related Report
      2016 Annual Research Report
  • [Presentation] アミン系ポリマーを用いた二酸化炭素からメタノールへの触媒的水素化反応2016

    • Author(s)
      吉村厚樹、亘理龍、桑田繁樹、榧木啓人
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学京田辺キャンパス(京都府)
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] 協奏機能イリジウム錯体を用いたギ酸塩やアルコールを水素源とする芳香族フッ素化合物の触媒的水素移動型水素化脱フッ素化反応2016

    • Author(s)
      松並明日香、桑田繁樹、榧木啓人
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学京田辺キャンパス(京都府)
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] DBU修飾高分子を配位子とする銅触媒を用いたアルデヒドならびにケトンの水素化反応の開発2016

    • Author(s)
      亘理龍、松本伯夫、桑田繁樹、榧木啓人
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学京田辺キャンパス(京都府)
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] Hydrogenation and Dehydrogenation Processes Based on Bifunctional Ru and Ir Complexes Bearing Protic Amine Chelate Ligands2015

    • Author(s)
      Yoshihito Kayaki
    • Organizer
      環太平洋国際化学会議(Pacifichem2015)
    • Place of Presentation
      Hyatt Regency Waikiki(ホノルル・米国)
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Efficient Dehydrogenation of Formic Acid Using Bifunctional Iridium Complexes Bearing Sulfonylated Diamine Ligands2015

    • Author(s)
      Asuka Matsunami, Yoshihito Kayaki, Takao Ikariya
    • Organizer
      環太平洋国際化学会議(Pacifichem2015)
    • Place of Presentation
      Hawaii Conventioon Center(ホノルル・米国)
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 協奏機能C-Nキレートアミドイリジウム錯体によるアリル化合物の脱プロトン化反応2015

    • Author(s)
      平島遼、佐藤康博、桑田繁樹、榧木啓人
    • Organizer
      第5回CSJ化学フェスタ
    • Place of Presentation
      タワーホール船堀(東京都)
    • Year and Date
      2015-10-13
    • Related Report
      2015 Annual Research Report
  • [Presentation] 協奏機能8族・9族金属触媒を用いた1,2-ジイミンの不斉水素化反応2015

    • Author(s)
      其田侑也、松並明日香、桑田繁樹、榧木啓人
    • Organizer
      第5回CSJ化学フェスタ
    • Place of Presentation
      タワーホール船堀(東京都)
    • Year and Date
      2015-10-13
    • Related Report
      2015 Annual Research Report
  • [Presentation] ポリエチレンイミンを用いた二酸化炭素の触媒的水素化反応2015

    • Author(s)
      吉村厚樹、亘理龍、桑田繁樹、榧木啓人
    • Organizer
      第5回CSJ化学フェスタ
    • Place of Presentation
      タワーホール船堀(東京都)
    • Year and Date
      2015-10-13
    • Related Report
      2015 Annual Research Report
  • [Presentation] プロティックなアミン配位子を有するハーフサンドイッチ型アリルイリジウム錯体の分子内プロトン移動反応2015

    • Author(s)
      平島遼、佐藤康博、桑田繁樹、榧木啓人
    • Organizer
      錯体化学会第65回討論会
    • Place of Presentation
      奈良女子大学(奈良県)
    • Year and Date
      2015-09-21
    • Related Report
      2015 Annual Research Report
  • [Presentation] Mechanistic Study on Selective Formation of Six-membered Urethanes in Carboxylative Cyclization of Propargylamines Using NHC-Au(I) Catalysts2015

    • Author(s)
      長谷俊、榧木啓人、碇屋隆雄
    • Organizer
      第62回有機金属化学討論会
    • Place of Presentation
      関西大学千里山キャンパス(大阪府)
    • Year and Date
      2015-09-07
    • Related Report
      2015 Annual Research Report
  • [Presentation] Hydrogen Evolution from Formic Acid Using Bifunctional Iridium Catalysts Having Protic Chelate Amine Ligands2015

    • Author(s)
      松並明日香、榧木啓人、碇屋隆雄
    • Organizer
      第62回有機金属化学討論会
    • Place of Presentation
      関西大学千里山キャンパス(大阪府)
    • Year and Date
      2015-09-07
    • Related Report
      2015 Annual Research Report
  • [Presentation] Carboxylative Cyclization of Propargylamines and Allenylmethylamines Catalyzed by Group 11 Metal Complexes2015

    • Author(s)
      Yoshihito Kayaki, Shun Hase, Kyohei Yamashita, Takao Ikariya
    • Organizer
      the 18th IUPAC International Symposium on Organometallic Chemistry Directed towards Organic Synthesis (OMCOS18)
    • Place of Presentation
      メリアシッチェス・スペイン
    • Year and Date
      2015-06-28
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Hydrogenation of Carbon DIoxide to Formate Catalyzed by Copper Complexes2015

    • Author(s)
      Ryo Watari, Yoshihito Kayaki, Shin-ichi Hirano, Norio Matsumoto, Takao Ikariya
    • Organizer
      the 18th IUPAC International Symposium on Organometallic Chemistry Directed towards Organic Synthesis (OMCOS18)
    • Place of Presentation
      メリアシッチェス・スペイン
    • Year and Date
      2015-06-28
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Application of Bifunctional Iridium Complexes to Catalytic Hydrogen Production from Formic Acid2015

    • Author(s)
      Asuka Matsunami, Yoshihito Kayaki, Takao Ikariya
    • Organizer
      the 18th IUPAC International Symposium on Organometallic Chemistry Directed towards Organic Synthesis (OMCOS18)
    • Place of Presentation
      メリアシッチェス・スペイン
    • Year and Date
      2015-06-28
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] プロティック C-N キレートアミン配位子を持つハーフサンドイッチ型アルキルイリジウムおよびロジウム錯体の合成とその性質2015

    • Author(s)
      平島遼、佐藤康博、桑田繁樹、榧木啓人
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学理工学部船橋キャンパス(千葉県)
    • Year and Date
      2015-03-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] 協奏機能C-N キレートイリジウム錯体を用いた2-プロパノールを水素源とする二酸化炭素の水素移動型還元反応2015

    • Author(s)
      佐藤康博、榧木啓人、碇屋隆雄
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学理工学部船橋キャンパス(千葉県)
    • Year and Date
      2015-03-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] 2,3,4,5-テトラフルオロベンゼンスルホニル置換基をもつ DPEN-イリジウム錯体の分子内 C-F および C-H 結合切断2015

    • Author(s)
      松並明日香、榧木啓人、碇屋隆雄
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学理工学部船橋キャンパス(千葉県)
    • Year and Date
      2015-03-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] NHC-金(I)触媒を用いるプロパルギルアミンの環化カルボキシル化反応: 選択的六員環ウレタン生成2015

    • Author(s)
      長谷俊、榧木啓人、碇屋隆雄
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学理工学部船橋キャンパス(千葉県)
    • Year and Date
      2015-03-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] NHC-銀触媒による二酸化炭素、アレニルメチルアミンからの環状ウレタン合成2014

    • Author(s)
      山下恭平、長谷俊、榧木啓人、碇屋隆雄
    • Organizer
      第106回有機合成シンポジウム
    • Place of Presentation
      早稲田大学18号館国際会議場(東京都)
    • Year and Date
      2014-11-07
    • Related Report
      2014 Annual Research Report
  • [Presentation] 不斉水素移動反応の活性種となる協奏機能ヒドリドイリジウム錯体の合成と立体識別2014

    • Author(s)
      榧木啓人、森谷隼紀、碇屋隆雄
    • Organizer
      第61回有機金属化学討論会
    • Place of Presentation
      九州大学病院キャンパス 医学部百年講堂(福岡県)
    • Year and Date
      2014-09-25
    • Related Report
      2014 Annual Research Report
  • [Presentation] 協奏機能イリジウム錯体を用いるギ酸分解による触媒的水素生成2014

    • Author(s)
      松並明日香、榧木啓人、碇屋隆雄
    • Organizer
      錯体化学会第24回討論会
    • Place of Presentation
      中央大学後楽園キャンパス(東京都)
    • Year and Date
      2014-09-19
    • Related Report
      2014 Annual Research Report
  • [Presentation] Synthesis and Properties of Alkenylgold(I) Complexes as Key Intermediates in Catalytic Carboxylative Cyclization of Propargylamines2014

    • Author(s)
      Y. Kayaki, S. Hase, T. Ikariya
    • Organizer
      第41回錯体化学国際会議 International Conference on Coordination Chemistry (ICCC-41)
    • Place of Presentation
      Suntec Singapore Convention & Exhibition Centre(シンガポール)
    • Year and Date
      2014-07-24
    • Related Report
      2014 Annual Research Report
  • [Presentation] The C-F Bond Cleavage by Hydridoiridium Complexes Bearing Fluorinated Arenesulfonyl DPEN Ligands2014

    • Author(s)
      A. Matsunami, Y. Kayaki, T. Ikariya
    • Organizer
      第41回錯体化学国際会議 International Conference on Coordination Chemistry (ICCC-41)
    • Place of Presentation
      Suntec Singapore Convention & Exhibition Centre(シンガポール)
    • Year and Date
      2014-07-21 – 2014-07-24
    • Related Report
      2014 Annual Research Report
  • [Presentation] Catalytic Hydrogenation of Carboxamides with a New Bifunctional Cp*Ru Complex Bearing a Primary Amine-NHC Chelate Ligand2014

    • Author(s)
      Y. Kayaki, T. Kawano, R. Watari, T. Ikariya
    • Organizer
      第26回有機金属国際会議 XXVI International Conference on Organometallic Chemistry (ICOMC2014)
    • Place of Presentation
      ロイトン札幌(北海道札幌市)
    • Year and Date
      2014-07-15
    • Related Report
      2014 Annual Research Report
  • [Presentation] Carboxylative Cyclization of Allenylmethylamines Using Carbon Dioxide Catalyzed by NHC-Silver(I) Complexes2014

    • Author(s)
      K. Yamashita, S. Hase, Y. Kayaki, T. Ikariya
    • Organizer
      第26回有機金属国際会議 XXVI International Conference on Organometallic Chemistry (ICOMC2014)
    • Place of Presentation
      ロイトン札幌(北海道札幌市)
    • Year and Date
      2014-07-14
    • Related Report
      2014 Annual Research Report
  • [Presentation] 二酸化炭素混合ガスを用いる触媒的環状ウレタン合成2014

    • Author(s)
      長谷俊、榧木啓人、碇屋隆雄
    • Organizer
      第3回JACI/GSCシンポジウム
    • Place of Presentation
      東京国際フォーラム(東京都)
    • Year and Date
      2014-06-23
    • Related Report
      2014 Annual Research Report
  • [Presentation] チアメタラサイクル構造をもつCpIr二核錯体の反応性2013

    • Author(s)
      山本直樹, 佐藤康博, 植木啓人, 碇屋隆雄
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学びわこくさつキャンパス
    • Year and Date
      2013-03-23
    • Related Report
      2012 Annual Research Report
  • [Presentation] NHC-金触媒による二酸化炭素とプロパルギルアミンとの環化カルボキシル化反応2012

    • Author(s)
      長谷俊, 熊木啓人, 碇屋隆雄
    • Organizer
      第2回CSJ化学フェスタ
    • Place of Presentation
      東京工業大学大岡山キャンパスくらまえホール
    • Year and Date
      2012-10-15
    • Related Report
      2012 Annual Research Report
  • [Presentation] キラルジアミンから誘導されるC-Nキレートイリジウム二核錯体の合成とその触媒機能2012

    • Author(s)
      佐藤康博, 川田雄一, 鈴木康平, 新木啓人, 碇屋隆雄
    • Organizer
      第2回CSJ化学フェスタ
    • Place of Presentation
      東京工業大学大岡山キャンパスくらまえホール
    • Year and Date
      2012-10-15
    • Related Report
      2012 Annual Research Report
  • [Presentation] ビナフチル骨格をもつキラルジアミン配位子により架橋された二核C-Nキレートイリジウム錯体の合成2012

    • Author(s)
      佐藤康博, 川田雄一, 枢木啓人, 碇屋隆雄
    • Organizer
      錯体化学会第62回討論会
    • Place of Presentation
      富山大学
    • Year and Date
      2012-09-22
    • Related Report
      2012 Annual Research Report
  • [Presentation] ハーフサンドイッチ型ビス(スルホニルアミド)コバルト錯体の合成と反応性2012

    • Author(s)
      森あゆみ, 新木啓人, 碇屋隆雄
    • Organizer
      錯体化学会第62回討論会
    • Place of Presentation
      富山大学
    • Year and Date
      2012-09-21
    • Related Report
      2012 Annual Research Report
  • [Presentation] Carboxylative Cyclization of Propargylamines with C0_2 Catalyzed by NHC Au(I) Complexes2012

    • Author(s)
      S.Hase, Y.Kayaki, T.Ikariya
    • Organizer
      第59回有機金属化学討論会
    • Place of Presentation
      大阪大学
    • Year and Date
      2012-09-15
    • Related Report
      2012 Annual Research Report
  • [Presentation] Synthesis and Structural Chemistry of Hydrido(amine)iridium Complexes Relevant to Hydrogen Transfer Catalysis2012

    • Author(s)
      J.Moritani, Y.Kayaki, T.Ikariya
    • Organizer
      第59回有機金属化学討論会
    • Place of Presentation
      大阪大学
    • Year and Date
      2012-09-14
    • Related Report
      2012 Annual Research Report
  • [Presentation] Efficient Synthesis of 1-1 Indolecarboxam i des by Catalytic Ureation Using bis(Sulfonylamido)Rhdium Complexes2012

    • Author(s)
      A.Mori, Y.Kayaki, T.Ikariya
    • Organizer
      The XXV International Conference on Organom etac Chemistry (XXV ICOMC)
    • Place of Presentation
      Lisbon, Portugal
    • Year and Date
      2012-09-04
    • Related Report
      2012 Annual Research Report
  • [Presentation] 二酸化炭素を用いる第三級アジリジン類の触媒的カルボキシル化反応の開発2012

    • Author(s)
      上野篤史, 枢木啓人, 碇屋隆雄
    • Organizer
      第1回JACI/GSCシンポジウム(社団法人新化学技術推進協会JACI)
    • Place of Presentation
      ベルサール神田
    • Year and Date
      2012-06-13
    • Related Report
      2012 Annual Research Report
  • [Presentation] Dynamic Kinetic Resolution of Racemic Secondary Alcohols by a Chemoenzymatic System Using Bifunctional C N Chelate Amido Complexes2012

    • Author(s)
      Y.Sato, Y.Kayaki, T.Ikariya
    • Organizer
      8th Workshop on Organic Chemistry R)r Junior Chemists (WOCJC-8)
    • Place of Presentation
      KAIST, Korea
    • Year and Date
      2012-05-20
    • Related Report
      2012 Annual Research Report
  • [Presentation] Carboxylative Cyclization of Propargylamines with CO2 Catalyzed by NHC-Au(I) Complexes

    • Author(s)
      Y.Kayaki, S.Hase, T.Ikariya
    • Organizer
      5th Gratama Workshop
    • Place of Presentation
      東京工業大学くらまえホール(東京都)
    • Related Report
      2013 Annual Research Report
  • [Presentation] Carboxylative Cyclization of Propargylamines with CO2 Catalyzed by NHC-Au(I) Complexes

    • Author(s)
      S.Hase, Y.Kayaki, T.Ikariya
    • Organizer
      17th International IUPAC Conference on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-17)
    • Place of Presentation
      コロラド州立大学Ft. Collins(米国)
    • Related Report
      2013 Annual Research Report
  • [Presentation] Asymmetric Aerobic Oxidation of Cs-Symmetric Diols with Cp*Ir Catalysts Bearing Chiral Diamine Ligands

    • Author(s)
      J. Moritani, Y.Kayaki, T.Ikariya
    • Organizer
      17th International IUPAC Conference on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-17)
    • Place of Presentation
      コロラド州立大学Ft. Collins(米国)
    • Related Report
      2013 Annual Research Report
  • [Presentation] Synthesis of New Dinuclear C-N Chelate Iridium Complexes by Cyclometallation of Chiral Benzylic Diamines

    • Author(s)
      Yasuhiro Sato, Shungo Yasui, Kohei Suzuki, Yoshihito Kayaki, Takao Ikariya
    • Organizer
      第60 回有機金属化学討論会
    • Place of Presentation
      学習院大学(東京都)
    • Related Report
      2013 Annual Research Report
  • [Presentation] Synthesis of a New Cp*Ru Complex Bearing a Primary Amine-NHC Chelate Ligand and Its Application to Catalytic Hydrogenation of Carboxamides

    • Author(s)
      Teruhiro Kawano, Ryo Watari, Yoshihito Kayaki, Takao Ikariya
    • Organizer
      第60 回有機金属化学討論会
    • Place of Presentation
      学習院大学(東京都)
    • Related Report
      2013 Annual Research Report
  • [Presentation] キラルなベンジリックジアミンが架橋したC-Nキレート二核Ir錯体の合成

    • Author(s)
      安井隼吾、鈴木康平、佐藤康博、榧木啓人、碇屋隆雄
    • Organizer
      第3回CSJ化学フェスタ
    • Place of Presentation
      タワーホール船堀(東京都)
    • Related Report
      2013 Annual Research Report
  • [Presentation] ペンタフルオロベンゼンスルホニル基をもつ協奏機能イリジウム錯体のシクロメタル化反応:ヒドリド錯体を経由するC-F結合開裂

    • Author(s)
      松並明日香、榧木啓人、碇屋隆雄
    • Organizer
      第3回CSJ化学フェスタ
    • Place of Presentation
      タワーホール船堀(東京都)
    • Related Report
      2013 Annual Research Report
  • [Presentation] NHC-アミンキレート配位子を有する協奏機能Cp*Ru錯体を用いたカルボン酸アミドの触媒的水素化反応

    • Author(s)
      亘理龍、河野晃丈、榧木啓人、碇屋隆雄
    • Organizer
      第66 回有機合成化学協会関東支部シンポジウム
    • Place of Presentation
      東京工業大学(東京都)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 第2級アルコールとケトン間の不斉水素移動反応に有効なヒドリドイリジウム錯体の結晶構造と動的挙動

    • Author(s)
      森谷隼紀、榧木啓人、碇屋隆雄
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] ケトンの不斉水素移動型還元反応におけるジアステレオメリックなヒドリドイリジウム錯体の反応性評価

    • Author(s)
      森谷隼紀、榧木啓人、碇屋隆雄
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] ヒドリドイリジウム錯体の分子内C-F結合開裂を経るシクロメタル化反応

    • Author(s)
      松並明日香、榧木啓人、碇屋隆雄
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] ジフェニルピペラジン誘導体のシクロメタル化によるC-Nキレートイリジウム二核錯体の合成

    • Author(s)
      安井隼吾、鈴木康平、佐藤康博、榧木啓人、碇屋隆雄
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 8族および9族金属協奏機能アミド錯体によるインドールのN-H結合開裂

    • Author(s)
      上野篤史、榧木啓人、碇屋隆雄
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 有機塩基および銅触媒を用いた二酸化炭素の水素化によるギ酸塩合成

    • Author(s)
      亘理龍、榧木啓人、平野伸一、松本伯夫、碇屋隆雄
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] NHC-銀錯体による二酸化炭素を用いたアミノメチルアレンの触媒的環化カルボキシル化反応

    • Author(s)
      山下恭平、長谷俊、榧木啓人、碇屋隆雄
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 触媒的環化カルボキシル化反応中間体モデルとしてのアルケニル金(I)錯体の合成と反応性

    • Author(s)
      長谷俊、山下恭平、榧木啓人、碇屋隆雄
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Book] 「二酸化炭素を用いる不飽和アミンの環化カルボキシル化反応による環状ウレタン合成」, 二酸化炭素を用いた化学品製造技術, 第3章第4節,杉本裕監修2016

    • Author(s)
      榧木啓人
    • Total Pages
      310
    • Publisher
      S&T出版
    • Related Report
      2015 Annual Research Report
  • [Book] 新しい溶媒を用いた有機合成2013

    • Author(s)
      新木啓人, 碇屋隆雄, 他分担著
    • Total Pages
      356
    • Publisher
      S&T出版
    • Related Report
      2012 Annual Research Report
  • [Remarks] 桑田研究室ホームページ

    • URL

      http://www.apc.titech.ac.jp/~skuwata/index.html

    • Related Report
      2016 Annual Research Report 2015 Annual Research Report
  • [Remarks] 東京工業大学大学院理工学研究科桑田研究室ホームページ

    • URL

      http://www.apc.titech.ac.jp/~skuwata/index.html

    • Related Report
      2014 Annual Research Report
  • [Patent(Industrial Property Rights)] アルデヒド及びケトンの水素化還元用の触媒2016

    • Inventor(s)
      亘理龍, 榧木啓人, 桑田繁樹
    • Industrial Property Rights Holder
      亘理龍, 榧木啓人, 桑田繁樹
    • Industrial Property Rights Type
      特許
    • Filing Date
      2016-03-09
    • Related Report
      2015 Annual Research Report
  • [Patent(Industrial Property Rights)] 触媒又は前駆体並びにこれらを利用した二酸化炭素の水素化方法及びギ酸塩の製造方法2014

    • Inventor(s)
      亘理龍, 榧木啓人, 平野伸一, 松本伯夫, 碇屋隆雄
    • Industrial Property Rights Holder
      亘理龍, 榧木啓人, 平野伸一, 松本伯夫, 碇屋隆雄
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2014-172384
    • Filing Date
      2014-08-27
    • Related Report
      2014 Annual Research Report

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Published: 2012-04-24   Modified: 2019-07-29  

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