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Fabrication of nanoporous metal catalysts by a dealloying method for molecular transformations

Research Project

Project/Area Number 23245020
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionTohoku University

Principal Investigator

YAMAMOTO Yoshinori  東北大学, 原子分子材料科学高等研究機構, 名誉教授 (60029519)

Co-Investigator(Kenkyū-buntansha) JIN Tienan  東北大学, 原子分子材料科学高等研究機構, 准教授 (80431493)
Project Period (FY) 2011-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥49,530,000 (Direct Cost: ¥38,100,000、Indirect Cost: ¥11,430,000)
Fiscal Year 2015: ¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2014: ¥9,620,000 (Direct Cost: ¥7,400,000、Indirect Cost: ¥2,220,000)
Fiscal Year 2013: ¥9,620,000 (Direct Cost: ¥7,400,000、Indirect Cost: ¥2,220,000)
Fiscal Year 2012: ¥9,620,000 (Direct Cost: ¥7,400,000、Indirect Cost: ¥2,220,000)
Fiscal Year 2011: ¥15,860,000 (Direct Cost: ¥12,200,000、Indirect Cost: ¥3,660,000)
Keywordsナノポーラス金属触媒 / 触媒プロセス / 有機化学反応 / ナノ材料触媒 / 有機化学 / ナノポーラス構造 / 不均一触媒 / 脱合金法 / 芳香環化反応 / Suzukiカップリング / Heck反応 / クリック反応
Outline of Final Research Achievements

Various nanoporous metals including Au, Pd, Cu, AuPd have been fabricated and their nanoporous structures were characterized by SEM, TEM, HRTEM, EDX, and BET. The nanoporous gold proved to be an excellent heterogeneous catalyst in oxidation of alcohols and organosilanes, selective reduction of alkyne, quinoline, imine, aldehyde, and ketone, selective diborylation of and hydrosilylation of alkynes, dehydrogenative cross-coupling of α-C(sp3)-H of amines, and benzannulation. Moreover, the nanoporous-Pd catalyst is a promising heterogeneous catalyst for the Suzuki coupling and Heck reaction. The nanoporous copper catalyst exhibited a distinct nanosize-dependent catalytic activity in the Click reaction of the terminal alkynes and organic azides. Interestingly, the AuPd alloy nanoporous catalyst showed a remarkable synergistic effect for the heterogeneous 1,4-hydrosilylation of conjugated cyclic enones with organosilane in comparison with nanoporous monometallic catalysts.

Report

(6 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Annual Research Report
  • 2013 Annual Research Report
  • 2012 Annual Research Report
  • 2011 Annual Research Report
  • Research Products

    (43 results)

All 2016 2015 2014 2013 2012 2011 Other

All Journal Article (19 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 17 results,  Acknowledgement Compliant: 1 results) Presentation (13 results) (of which Int'l Joint Research: 4 results,  Invited: 6 results) Book (3 results) Remarks (5 results) Patent(Industrial Property Rights) (3 results) (of which Overseas: 2 results)

  • [Journal Article] Highly efficient heterogeneous aerobic cross-dehydrogenative coupling via C–H functionalization of tertiary amines using a nanoporous gold skeleton catalyst2015

    • Author(s)
      Hon Eong Ho, Yoshifumi Ishikawa, Naoki Asao, Yoshinori Yamamoto, Tienan Jin
    • Journal Title

      Chem. Commun.

      Volume: 51 Issue: 64 Pages: 12764-12767

    • DOI

      10.1039/c5cc04856g

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Applications of Metal Nanopore Catalysts in Organic Synthesis2015

    • Author(s)
      Balaram S. Takale, Ming Bao, Yoshinori Yamamoto, Abdulrahman I. Almansour, Natarajan Arumugam, Raju Suresh Kumar
    • Journal Title

      Synlett

      Volume: 17 Issue: 17 Pages: 2355-2380

    • DOI

      10.1055/s-0034-1380867

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Exclusive Chemoselective Reduction of Imines in the Coexistence of Aldehydes Using AuNPore Catalyst2014

    • Author(s)
      Balaram S. Takale, Shan Mou Tao, Xiao Qiang Yu, Xiu Juan Feng, Tienan Jin, Ming Bao, Yoshinori Yamamoto
    • Journal Title

      Org. Lett.

      Volume: 16 Issue: 9 Pages: 2558-2561

    • DOI

      10.1021/ol500958p

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Chemoselective Reduction of α,β-Unsaturated Aldehydes using an Unsupported Nanoporous Gold Catalyst2014

    • Author(s)
      Balaram Takale, Shanqiang Wang, Xuan Zhang, Xiujuan Feng, Xiaoqiang Yu, Tienan Jin, Ming Bao, Yoshinori Yamamoto
    • Journal Title

      Chem. Commun.

      Volume: 50 Issue: 92 Pages: 14401-14404

    • DOI

      10.1039/c4cc07068b

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Fabrication of Pd-Ni-P Metallic Glass Nanoparticles and Their Application as Highly Durable Catalysts in Methanol Electro-oxidation2014

    • Author(s)
      M. Zhao, K. Abe, S. Yamaura, Y. Yamamoto, N. Asao
    • Journal Title

      Chem. Mater.

      Volume: 26 Issue: 2 Pages: 1056-1061

    • DOI

      10.1021/cm403185h

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The synergistic effect of nanoporous AuPd alloy catalysts on highly chemoselective 1,4-hydrosilylation of conjugated cyclic enones2014

    • Author(s)
      Chen, Q.; Tanaka, S.; Fujita, T.; Chen, L.; Minato, T.; Ishikawa, Y.; Chen, M.; Asao, N.; Yamamoto, Y.; Jin, T.
    • Journal Title

      Chem. Commun.

      Volume: 50 Issue: 25 Pages: 3344-3346

    • DOI

      10.1039/c3cc49524h

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Gold nanoparticle (AuNPs) and gold nanopore (AuNPore) catalysts in organic synthesis2014

    • Author(s)
      Balaram S. Takale, Ming Bao, Yoshinori Yamamoto
    • Journal Title

      Org. Biomol. Chem.

      Volume: 12 Issue: 13 Pages: 2005-2027

    • DOI

      10.1039/c3ob42207k

    • Related Report
      2013 Annual Research Report
  • [Journal Article] Selective Aerobic Oxidation of Methanol in the Coexistence of Amines by Nanoporous Gold Catalysts: Highly Efficient Synthesis of Formamides2013

    • Author(s)
      Shinya Tanaka, Taketoshi Minato, Eisuke Ito, Masahiko Hara, Yousoo Kim, Yoshinori Yamamoto, Naoki Asao
    • Journal Title

      Chem. Eur. J.

      Volume: 19 Issue: 36 Pages: 11832-11836

    • DOI

      10.1002/chem.201302396

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Selective hydrosilylation of alkynes with a nanoporous gold catalyst2013

    • Author(s)
      Yoshifumi Ishikawa, Yoshinori Yamamoto, Naoki Asao
    • Journal Title

      Catal. Sci. Technol.

      Volume: 3 Issue: 11 Pages: 2902-2905

    • DOI

      10.1039/c3cy00242j

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Remarkable Catalytic Property of Nanoporous Gold on Activation of Diborons for Direct Diboration of Alkynes2013

    • Author(s)
      Qiang Chen, Jian Zhao, Yoshifumi Ishikawa, Naoki Asao, Yoshinori Yamamoto, Tienan Jin
    • Journal Title

      Org. Lett.

      Volume: 15 Issue: 22 Pages: 5766-5769

    • DOI

      10.1021/ol4028013

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Perspectives on organic synthesis using nanoporous metal skeleton catalysts2013

    • Author(s)
      Yoshinori Yamamoto
    • Journal Title

      Tetrahedron

      Volume: 70 Issue: 14 Pages: 2305-2317

    • DOI

      10.1016/j.tet.2013.09.065

    • Related Report
      2013 Annual Research Report
  • [Journal Article] Unsupported Nanoporous Gold Catalyst for Highly Selective Hydrogenation of Quinolines2013

    • Author(s)
      Mei Yan, Tienan Jin, Qiang Chen, Hon Eong Ho, Takeshi Fujita, Lu-Yang Chen, Ming Bao, Naoki Asao, Ming-Wei Chen, Yoshinori Yamamoto
    • Journal Title

      Organic Letters

      Volume: 15 Issue: 7 Pages: 1484-1487

    • DOI

      10.1021/ol400229z

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Nanoporous Gold Catalyst for Highly Selective Semihydrogenation of Alkynes: Remarkable Effect of Amine Additives2012

    • Author(s)
      Mei Yan, Tienan Jin, Yoshifumi Ishikawa, Taketoshi Minato, Takeshi Fujita, Lu-Yang Chen, Ming Bao, Naoki Asao, Ming-Wei Chen, Yoshinori Yamamoto
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 134 Issue: 42 Pages: 17536-17542

    • DOI

      10.1021/ja3087592

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Click Chemistry of Alkyne-Azide Cycloaddition using Nanostructured Copper Catalysts2012

    • Author(s)
      Tienan Jin, Mei Yan, Yoshinori Yamamoto
    • Journal Title

      ChemCatChem

      Volume: 4 Issue: 9 Pages: 1217-1229

    • DOI

      10.1002/cctc.201200193

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] From molecular catalysts to nanostructured materials skeleton catalysts2012

    • Author(s)
      Naoki Asao, Tienan Jin, Shinya Tanaka, Yoshinori Yamamoto
    • Journal Title

      Pure Appl. Chem.

      Volume: 84 Issue: 8 Pages: 1771-1771

    • DOI

      10.1351/pac-con-11-10-28

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Nanoporous Gold-Catalyzed [4+2] Benzannulation between ortho-Alkynylbenzaldehydes and Alkynes2012

    • Author(s)
      Asao, N.; Menggenbateer, Seya, Y.; Yamamoto, Y.; Chen, M.; Zhang, W.; Inoue, A.
    • Journal Title

      Synlett

      Volume: 23 Issue: 01 Pages: 66-69

    • DOI

      10.1055/s-0031-1289527

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A nanostructured skeleton catalyst : Suzuki-coupling with a reusable and sustainable nanoporous metallic glass Pd-catalyst2011

    • Author(s)
      Tanaka, S.; Kaneko, T.; Asao, N.; Yamamoto, Y.; Chen, M.; Zhang, W.; Inoue, A.
    • Journal Title

      Chem.Commun.

      Volume: 47 Issue: 21 Pages: 5985-5987

    • DOI

      10.1039/c1cc10710k

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Reusable and Sustainable Nanostructured Skeleton Catalyst : Heck reaction with Nanoporous Metallic Glass Pd (PdNPore) AS A Support, Stabilizer and Ligand-Free Catalyst2011

    • Author(s)
      Tetsuro Kaneko, Shinya Tanaka, Naoki Asao, Yoshinori Yamamoto, Mingwei Chen, Wei Zhang, Akihisa Inoue
    • Journal Title

      Adv.Synth.Catal.

      Volume: 353 Issue: 16 Pages: 2927-2932

    • DOI

      10.1002/adsc.201100358

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Nanoporous Copper Metal Catalyst in Click Chemistry : Nanoporosity-Dependent Activity without Supports and Bases2011

    • Author(s)
      Tienan Jin,, Mei Yan, Menggenbateer, Taketoshi Minato, Ming Bao, Yoshinori Yamamoto
    • Journal Title

      Adv.Synth.Catal.

      Volume: 353 Issue: 17 Pages: 3095-3100

    • DOI

      10.1002/adsc.201100760

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Presentation] Metal Nanoporous skeleton catalysts for greener chemical transformation2016

    • Author(s)
      Yoshinori Yamamoto
    • Organizer
      16th Asian Chemical Congress (16ACC)
    • Place of Presentation
      Dhaka (Banglades)
    • Year and Date
      2016-03-17
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Homogeneous gold catalysis vs. heterogeneous gold nanopore, AuNPore, catalysis: Advantages and disadvantages.2015

    • Author(s)
      Yoshinori Yamamoto
    • Organizer
      2015 International Chemical Congress of Pacific Basin Societies (PACIFICHEM2015)
    • Place of Presentation
      Hawaii (USA)
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Metal Nanoporous skeleton catalysts for greener chemical transformation2015

    • Author(s)
      Yoshinori Yamamoto
    • Organizer
      45th World Chemistry Congress and IUPAC2015
    • Place of Presentation
      Busan (Korea)
    • Year and Date
      2015-08-09
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Metal Nanoporous skeleton catalysts for greener chemical transformation2015

    • Author(s)
      Yoshinori Yamamoto
    • Organizer
      22th International Symposium on Metastable, Amorphos and Nanostrutured Materials
    • Place of Presentation
      Paris (France)
    • Year and Date
      2015-07-13
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] π-Conjugated Polycycles and Heterocycles through C-H and X-H Activation across Alkynes2015

    • Author(s)
      Yoshinori Yamamoto
    • Organizer
      the 16th Florida Heterocyclic and Synthetic Conference
    • Place of Presentation
      アメリカ
    • Year and Date
      2015-03-01 – 2015-03-04
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] Pyrene End-Capped Oligothiophenes for Organic Light-Emitting Field Effect Transistors2015

    • Author(s)
      Kazuaki Oniwa, Yuki Abe, Hiromasa Kikuchi, Hidekazu Shimotani, Katsumi Tanigaki, Naoki Asao, Yoshinori Yamamoto, Tienan Jin
    • Organizer
      The AIMR International Symposium 2015 (AMIS 2015)
    • Place of Presentation
      仙台
    • Year and Date
      2015-02-17 – 2015-02-19
    • Related Report
      2014 Annual Research Report
  • [Presentation] Pd-Catalyzed Synthesis of 9,9’-Bifluorenylidene Derivatives via Dual C-H Activation of Bis-biaryl Alkynes2014

    • Author(s)
      Tienan Jin, Jian Zhao, Naoki Asao, Yoshinori Yamamoto
    • Organizer
      第61回有機金属化学討論会
    • Place of Presentation
      福岡
    • Year and Date
      2014-09-23 – 2014-09-25
    • Related Report
      2014 Annual Research Report
  • [Presentation] Cu-Catalyzed C-H Amination of Hydrofullerenes Leading to 1,4-Difunctionalized Fullerenes2014

    • Author(s)
      Tienan Jin, Weili Si, Shirong Lu, Naoki, Asao, Yoshinori Yamamoto
    • Organizer
      XXVI International Conference on Organometallic Chemistry (ICOMC 2014)
    • Place of Presentation
      札幌
    • Year and Date
      2014-07-13 – 2014-07-18
    • Related Report
      2014 Annual Research Report
  • [Presentation] Pd-Catalyzed Synthesis of 9,9’-Bifluorenylidene Derivatives via Dual C-H Activation of Bis-biaryl Alkynes2014

    • Author(s)
      Jian Zhao, Naoki Asao, Yoshinori Yamamoto, Tienan Jin
    • Organizer
      XXVI International Conference on Organometallic Chemistry (ICOMC 2014)
    • Place of Presentation
      札幌
    • Year and Date
      2014-07-13 – 2014-07-18
    • Related Report
      2014 Annual Research Report
  • [Presentation] Nanoporous gold catalyst for cross-dehydrogenative coupling via C-H bond activation2013

    • Author(s)
      Hon Eong Ho, Tienan Jin, Naoki Asao, Yoshinori Yamamoto
    • Organizer
      246th American Chemical Society National Meeting & Exposition
    • Place of Presentation
      Indianapolis, USA
    • Related Report
      2013 Annual Research Report
  • [Presentation] Homogeneous and Heterogeneous Catalytic C(sp3)-H Bond Functionalization2012

    • Author(s)
      Yoshinori Yamamoto, Tienan Jin
    • Organizer
      Innovation on Organic Synthesis: The 1st International Symposium on C-H Activation
    • Place of Presentation
      Peking University, China
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Nanoporous Gold Catalyst for Highly Active and Selective Semihydrogenation of Alkynes: Remarkable Effect of Amine Additives2012

    • Author(s)
      Tienan Jin
    • Organizer
      59th Symposium on Organometallic Chemisty
    • Place of Presentation
      Osaka
    • Related Report
      2012 Annual Research Report
  • [Presentation] From Molecular Catalysts to Nano-structured Materials Skeleton Catalysts2011

    • Author(s)
      山本嘉則
    • Organizer
      16th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis
    • Place of Presentation
      Shanghai, China(招待講演)
    • Year and Date
      2011-07-24
    • Related Report
      2011 Annual Research Report
  • [Book] ACS Symposium Series eBooks: Nanomaterials for Sustainable Energy2015

    • Author(s)
      Tienan Jin, Md. Akhtaruzzaman, Yoshinori Yamamoto
    • Total Pages
      287
    • Publisher
      ACS Publications
    • Related Report
      2015 Annual Research Report
  • [Book] “Gold-catalyzed Addition of Heteroatom Nucleophile to C-C Multiple Bond,” in [Gold Catalysis, A Homogeneous Approach]2014

    • Author(s)
      N. Asao, N. Hatakeyama, Y. Yamamoto
    • Publisher
      World Scientific, Imperial College Press
    • Related Report
      2014 Annual Research Report
  • [Book] The Chemistry of Organogold Compounds2014

    • Author(s)
      B. S. Takale, M. Bao, Y. Yamamoto
    • Publisher
      John Wiley & Sons, Ltd.
    • Related Report
      2014 Annual Research Report
  • [Remarks] 研究室ホームページー

    • URL

      http://www.wpi-aimr.tohoku.ac.jp/~yamamoto/index.html

    • Related Report
      2015 Annual Research Report
  • [Remarks] 研究室ホームページ

    • URL

      http://www.wpi-aimr.tohoku.ac.jp/yamamoto/index.html

    • Related Report
      2014 Annual Research Report
  • [Remarks] www.wpi-aimr.tohoku.ac.jp/~yamamoto/prof.html

    • Related Report
      2013 Annual Research Report
  • [Remarks] Yamamoto Research Group

    • URL

      http://www.wpi-aimr.tohoku.ac.jp/~yamamoto/index.html

    • Related Report
      2012 Annual Research Report
  • [Remarks]

    • URL

      http://www.wpi-aimr.tohoku.ac.jp/~yamamoto/index.html

    • Related Report
      2011 Annual Research Report
  • [Patent(Industrial Property Rights)] フラーレンの環化反応2014

    • Inventor(s)
      金鉄男,山本嘉則,司偉麗,五十嵐威史
    • Industrial Property Rights Holder
      金鉄男,山本嘉則,司偉麗,五十嵐威史
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2014-182133
    • Filing Date
      2014-09-08
    • Related Report
      2014 Annual Research Report
  • [Patent(Industrial Property Rights)] Fullerene derivative and method for manufacturing a fullerene derivative2014

    • Inventor(s)
      金鉄男,山本嘉則,司偉麗,五十嵐威史
    • Industrial Property Rights Holder
      金鉄男,山本嘉則,司偉麗,五十嵐威史
    • Industrial Property Rights Type
      特許
    • Filing Date
      2014-06-26
    • Related Report
      2014 Annual Research Report
    • Overseas
  • [Patent(Industrial Property Rights)] Fullerene derivatives, method of manufacturing Fullerene derivatives and solar cell2013

    • Inventor(s)
      金鉄男,山本嘉則,司偉麗,五十嵐威史
    • Industrial Property Rights Holder
      金鉄男,山本嘉則,司偉麗,五十嵐威史
    • Industrial Property Rights Type
      特許
    • Filing Date
      2013-09-25
    • Acquisition Date
      2015-03-26
    • Related Report
      2014 Annual Research Report
    • Overseas

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Published: 2011-04-06   Modified: 2019-07-29  

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