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Creation of chiral interlayer catalytic system by use of straddled pillar complexes and inorganic layer crystal hosts

Research Project

Project/Area Number 23560929
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Catalyst/Resource chemical process
Research InstitutionChiba University

Principal Investigator

SHIMAZU Shogo  千葉大学, 工学(系)研究科(研究院), 教授 (10178957)

Project Period (FY) 2011 – 2013
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥5,720,000 (Direct Cost: ¥4,400,000、Indirect Cost: ¥1,320,000)
Fiscal Year 2013: ¥520,000 (Direct Cost: ¥400,000、Indirect Cost: ¥120,000)
Fiscal Year 2012: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2011: ¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Keywords不斉水素化 / 粘土鉱物 / キラルピラー錯体 / プロキラルカルボニル化合物 / キラル層間触媒 / ロジウム錯体 / インターカレーション / 開脚型錯体 / 不斉水素化反応 / アセトフェノン / 固体不斉触媒 / 開脚型不斉ロジウム錯体 / ピラー化 / ジアミン配位子 / ジホスフィン配位子 / 静電引力 / 不斉ピラー錯体
Research Abstract

The asymmetric hydrogenation using our newly developed "chiral interlayer catalysts" is described. Generally chiral homogeneous catalyst can be created by use of bulky ligands to fix the chiral conformation. Because the main drawback of the homogenous catalytic system is usually pointed out the difficulty in catalyst separation from the products and the recycling, we have developed a new type of catalysts, i.e., chiral interlayer catalysts have been synthesized by the intercalation of chiral Rh(I) pillar complexes (Straddled chiral pillar complexes) with linear alkyl chains into lithium taeniolite (LiTN). We found that the long alkyl chain groups in the pillar complexes were held between layers as a linear chain shape and the interlayer spacing was proportional to the chain length. By means of our novel chiral interlayer catalysts, we attained the asymmetry selectivity exceeding the corresponding homogeneous catalysts as well as the comparable high activity with the homogeneous ones.

Report

(4 results)
  • 2013 Annual Research Report   Final Research Report ( PDF )
  • 2012 Research-status Report
  • 2011 Research-status Report
  • Research Products

    (43 results)

All 2014 2013 2012 2011

All Journal Article (27 results) (of which Peer Reviewed: 27 results) Presentation (13 results) (of which Invited: 1 results) Book (3 results)

  • [Journal Article] Asymmetric hydrogenation of chiral R(I)-pillar complexes immobilized on taeniolite2014

    • Author(s)
      Piyarat Trikittiwong, Nipaka Sukpirom, Shogo Shimazu, Warinthorn Chavasiri
    • Journal Title

      Catalysis Communications

      Volume: - Pages: 104-107

    • DOI

      10.1016/j.catcom.2014.05.002

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] AFS and HAADF STEM combined characterization for size regulated Ni nanocluster catalyst and its unique size dependence for water gas shift reaction2014

    • Author(s)
      Hirotake Kitagawa, Nobuyuki Ichikuni, Hanako Okuno, Takayoshi Hara, and Shogo Shimazu
    • Journal Title

      Applied Catalysis A: General

      Volume: 478 Pages: 66-70

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Recyclable Pd-incorporated perovskite-titanate catalysts synthesized in molten salts for the liquid-phase oxidation of alcohols with molecular oxygen2013

    • Author(s)
      I. B. Adilina, T. Hara, N. Ichikuni, N. Kumada, and S. Shimazu
    • Journal Title

      Bull. Chem. Soc. Jpn.

      Volume: 86(1) Pages: 146-152

    • NAID

      10031143776

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Low temperature synthesis of ATiO_3 (A:Mg, Ca, Sr, Ba) by using molten salt2013

    • Author(s)
      N. Kumada, A. Miura, T. Takei, I. B. Adilina and S. Shimazu
    • Journal Title

      Journal of the Ceramic Society of Japan

      Volume: 121 Pages: 74-79

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Low temperature synthesis of ATiO3 (A: Mg, Ca, Sr, Ba) by using molten salt2013

    • Author(s)
      Nobuhiro Kumada, Akira Miura, Takahiro Takei, Indri Badria Adilina and Shogo Shimazu
    • Journal Title

      Journal of the Ceramic Society of Japan

      Volume: 121 Pages: 74-79

    • NAID

      130004950780

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Effect of local structure of Mo oxide on selective photo-oxidation of propane to acetone2013

    • Author(s)
      Nobuyuki Ichikuni, Yuma Nakao, Kazuya Ishizuki, Takayoshi Hara and Shogo Shimazu
    • Journal Title

      Catalysis Letters

      Volume: 143 Issue: 2 Pages: 154-158

    • DOI

      10.1007/s10562-012-0948-4

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Recyclable Pd-Incorporated Perovskite-Titanate Catalysts Synthesized in Molten Salts for the Liquid-Phase Oxidation of Alcohols with Molecular Oxygen2013

    • Author(s)
      Indri Badria Adilina, Takayoshi Hara, Nobuyuki Ichikuni, Nobuhiro Kumada, and Shogo Shimazu
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 86 Issue: 1 Pages: 146-152

    • DOI

      10.1246/bcsj.20120215

    • NAID

      130004153129

    • ISSN
      0009-2673, 1348-0634
    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Ni-Sn合金触媒を用いた不飽和アルコール合成2013

    • Author(s)
      島津省吾,Rodiansono
    • Journal Title

      触媒

      Volume: 55 Pages: 287-293

    • NAID

      10031200230

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Ring-opening of oxiranes using taeniolite-supported tris(β-diketonato)zirconium2012

    • Author(s)
      Y. Permana, N. Ichikuni, S. Shimazu
    • Journal Title

      ITB Journal of Science

      Volume: 44 A(3) Pages: 263-274

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Highly efficient and selective hydrogenation of unsaturated carbonyl compounds using Ni-Sn alloy catalysts2012

    • Author(s)
      Rodiansono, T. Hara, N. Ichikuni, and S. Shimazu
    • Journal Title

      Catalysis Science & Technology

      Volume: 2(10) Pages: 2139-2145

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Oxidative cleavage of isoeugenol to vanillin under molecular oxygen catalysed by cobalt porphyrin intercalated into lithium taeniolite clay2012

    • Author(s)
      I. B. Adilina, T. Hara, N. Ichikuni, and S. Shimazu
    • Journal Title

      J. Mol. Catal. A:Chem.

      Volume: 361-362 Pages: 72-79

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] A Novel Preparation Method of Ni-Sn Alloy Catalysts Supported on Aluminium Hydroxide:Application to Chemoselective Hydrogenation of Unsaturated Carbonyl Compounds2012

    • Author(s)
      Rodiansono, T. Hara, N. Ichikuni, and S. Shimazu
    • Journal Title

      Chemistry Letters

      Volume: 41(8) Pages: 769-771

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Preparation of Clay-Supported Sn Catalysts and Application to Baeyer-Villiger Oxidation2012

    • Author(s)
      T. Hara, M. Hatakeyama, A. Kim, N. Ichikuni, and S. Shimazu
    • Journal Title

      Green Chem.

      Volume: 14(3) Pages: 771-777

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] CaO-Catalyzed Aerobic Oxidation of α-Hydroxy Ketones: Application for One-pot Synthesis of Quinoxaline Derivatives2012

    • Author(s)
      Takayoshi Hara, Yukihiro Takami, Nobuyuki Ichikuni, and Shogo Shimazu
    • Journal Title

      Chemistry Letters

      Volume: 41 Issue: 5 Pages: 488-490

    • DOI

      10.1246/cl.2012.488

    • NAID

      130004426565

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] A Novel Preparation Method of Ni-Sn Alloy Catalysts Supported on Aluminium Hydroxide: Application to Chemoselective Hydrogenation of Unsaturated Carbonyl Compounds2012

    • Author(s)
      Rodiansono, Takayoshi Hara, Nobuyuki Ichikuni, and Shogo Shimazu
    • Journal Title

      Chemistry Letters

      Volume: 41 Issue: 8 Pages: 769-771

    • DOI

      10.1246/cl.2012.769

    • NAID

      130004426635

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Oxidative cleavage of isoeugenol to vanillin under molecular oxygen catalysed by cobalt porphyrin intercalated into lithium taeniolite clay2012

    • Author(s)
      Indri Badria Adilina, Takayoshi Hara, Nobuyuki Ichikuni, and Shogo Shimazu
    • Journal Title

      Journal of Molecular Catalysis A: Chemistry

      Volume: 361-362 Pages: 72-79

    • DOI

      10.1016/j.molcata.2012.05.005

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Highly efficient and selective hydrogenation of unsaturated carbonyl compounds using Ni-Sn alloy catalysts2012

    • Author(s)
      Rodiansono, Takayoshi Hara, Nobuyuki Ichikuni, and Shogo Shimazu
    • Journal Title

      Catalysis Science & Technology

      Volume: 2 Issue: 10 Pages: 2139-2145

    • DOI

      10.1039/c2cy20216f

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Peparation and Catalysis of Supported NiO Nanocluster for Oxidative Coupling of Thiol2012

    • Author(s)
      Nobuyuki Ichikuni, Osamu Tsuchida, Jun Naganuma, Takayoshi Hara, Hironori Tsunoyama, Tatsuya Tsukuda, and Shogo Shimazu
    • Journal Title

      Trans. Mat. Res. Soc. Japan

      Volume: 37(2), Pages: 177-180

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Ring-opening of oxiranes using Taeniolite-supported tris(β-diketonato)zirconium2012

    • Author(s)
      Yessi Permana, Nobuyuki Ichikuni, and Shogo Shimazu
    • Journal Title

      ITB Journal of Science

      Volume: 44 A Pages: 263-274

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Size Control of Ni Nanocluster by the Carbon Chain Length of Secondary Alkoxide2012

    • Author(s)
      Hirotake Kitagawa, Nobuyuki Ichikuni, Songhai Xie, Tatsuya Tsukuda, Takayoshi Hara, and Shogo Shimazu
    • Journal Title

      e-J. Surf. Sci. Nanotech.

      Volume: 10 Pages: 648-650

    • NAID

      130004933775

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Multinuclear Solid-State NMR Study of Allophane2012

    • Author(s)
      Moriaki Hatakeyama, Takayoshi Hara, Nobuyuki Ichikuni, and Shogo Shimazu
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 85 Issue: 3 Pages: 372-375

    • DOI

      10.1246/bcsj.20110293

    • NAID

      130004153034

    • ISSN
      0009-2673, 1348-0634
    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Preparation of Clay-Supported Sn Catalysts and Application to Baeyer-Villiger Oxidation2012

    • Author(s)
      Takayoshi Hara, Moriaki Hatakeyama, Arum Kim, Nobuyuki Ichikuni, and Shogo Shimazu
    • Journal Title

      Green Chemistry

      Volume: 14 Issue: 3 Pages: 771-777

    • DOI

      10.1039/c2gc16437j

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] An anionic D-Valine-Palladium(II) Complex Supported on Hydroxy Double Salt with Brønsted Basic Phosphate Anion:Application for Heterogeneous Catalyst toward Aerobic Alcohol Oxidation2011

    • Author(s)
      T. Hara, J. Sawada, Y. Nakamura, N. Ichikuni, and S. Shimazu
    • Journal Title

      Catalysis Science & Technology

      Volume: 1 Pages: 1376-1382

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Hemicellulose Decomposition and Saccharides Production from Various Plant Biomass by Sulfonated Allophane Catalyst2011

    • Author(s)
      Y. Ogaki, Y. Shinozuka, T. Hara, N. Ichikuni, and S. Shimazu
    • Journal Title

      Catal. Today

      Volume: 164 Pages: 415-418

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Hemicellulose Decomposition and Saccharides Production from Various Plant Biomass by Sulfonated Allophane Catalyst2011

    • Author(s)
      Yoshihiro Ogaki, Yu Shinozuka, Takayoshi Hara, Nobuyuki Ichikuni, and Shogo Shimazu
    • Journal Title

      Catalysis Today

      Volume: 164 Pages: 415-418

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Characterization of heat-treated synthetic imogolite by 27Al MAS and 27Al MQMAS solid state NMR2011

    • Author(s)
      Moriaki Hatakeyama, Takayoshi Hara, Nobuyuki Ichikuni, and Shogo Shimazu
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 84 Issue: 6 Pages: 656-659

    • DOI

      10.1246/bcsj.20100291

    • NAID

      130004152928

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Anionic D-Valine-Palladium(II) Complex Supported on Hydroxy Double Salt with Bronsted Basic Phosphate Anion2011

    • Author(s)
      Takayoshi HARA, Junya SAWADA, Yoshio NAKAMURA, Nobuyuki ICHIKUNI, and Shogo SHIMAZU
    • Journal Title

      Catalysis Science & Technology

      Volume: 1 Pages: 1376-1382

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Presentation] アルキルアンモニウム修飾粘土鉱物層間への不斉Rh(I)ピラー錯体の固定化と不斉水素化触媒作用2014

    • Author(s)
      鈴木海土, 原孝佳, 一國伸之, 島津省吾
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学(名古屋)
    • Year and Date
      2014-03-28
    • Related Report
      2013 Final Research Report
  • [Presentation] 層間隔を制御した層状イットリウム水酸化物を触媒とする水溶媒中でのKnoevenagel反応2014

    • Author(s)
      立山義人, 原孝佳, 一國伸之, 島津省吾
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] アルキルアンモニウム修飾粘土鉱物層間への不斉Rh(I)ピラー錯体の固定化と不斉水素化触媒作用2014

    • Author(s)
      鈴木海土, 原孝佳, 一國伸之, 島津省吾
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] 層状イットリウム水酸化物を固体塩基触媒とするクネヴェナーゲル反応2013

    • Author(s)
      原孝佳, 立山義人, 一國伸之, 島津省吾
    • Organizer
      第112回触媒討論会
    • Place of Presentation
      秋田大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] Ni-Zn複塩基性塩固定化Rh錯体触媒による有機ホウ酸を用いた内部アルキンのヒドロフェニル化反応2013

    • Author(s)
      藤田希未, 原孝佳, 一國伸之, 島津省吾
    • Organizer
      第112回触媒討論会
    • Place of Presentation
      秋田大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] ニッケル‐亜鉛複塩基性塩担持アニオン性ロジウム錯体による内部アルキンのヒドロフェニル化反応2013

    • Author(s)
      藤田希未, 原孝佳, 一國伸之, 島津省吾
    • Organizer
      第29回日本イオン交換研究発表会
    • Place of Presentation
      東北大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] 水酸化Pd錯体導入型Ni-Zn複塩基性塩触媒による鈴木-宮浦カップリング反応2013

    • Author(s)
      原孝佳, 島田麻未, 一國伸之, 島津省吾
    • Organizer
      第29回日本イオン交換研究発表会
    • Place of Presentation
      東北大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] Ni-Sn触媒を用いた不飽和ニトロ化合物の官能基選択的水素化反応2013

    • Author(s)
      神永将司, 原孝佳, 一國伸之, 島津省吾
    • Organizer
      第29回日本イオン交換研究発表会
    • Place of Presentation
      東北大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] Development of Intercalation Catalysts and Application for Various Organic Reactions2012

    • Author(s)
      S. Shimazu
    • Organizer
      インドネシア化学会国際会議(ICICS2012)
    • Place of Presentation
      Brawijaya University, Indonesia
    • Related Report
      2013 Final Research Report
  • [Presentation] Development of Intercalation Catalysts and Application for Various Organic Reactions2012

    • Author(s)
      Shogo Shimazu
    • Organizer
      インドネシア化学会国際会議 (ICICS2012)
    • Place of Presentation
      Brawijaya University, Indonesia
    • Related Report
      2012 Research-status Report
    • Invited
  • [Presentation] L-プロリン誘導体を用いた新規Rhピラー錯体による固体不斉触媒反応場の構築と不斉水素化反応への応用2011

    • Author(s)
      遠藤水彩, 原孝佳, 一國伸之, 島津省吾
    • Organizer
      日本化学会第5回関東支部大会
    • Place of Presentation
      東京農工大学
    • Year and Date
      2011-08-31
    • Related Report
      2013 Final Research Report
  • [Presentation] L-プロリン誘導体を用いた新規Rhピラー錯体による固体不斉触媒反応場の構築と不斉水素化反応への応用2011

    • Author(s)
      遠藤水彩、原孝佳、一國伸之、島津省吾
    • Organizer
      日本化学会第5回関東支部大会
    • Place of Presentation
      東京農工大学
    • Related Report
      2011 Research-status Report
  • [Presentation] 無機イオン交換体を用いた選択的触媒の開発2011

    • Author(s)
      島津省吾
    • Organizer
      第 27 回日本イオン交換研究発表会(招待講演)
    • Place of Presentation
      宮崎大学
    • Related Report
      2011 Research-status Report
  • [Book] トコトンやさしいイオン交換の本,4章32無機イオン交換体触媒2013

    • Author(s)
      島津省吾
    • Publisher
      日刊工業新聞社
    • Related Report
      2013 Final Research Report
  • [Book] トコトンやさしいイオン交換の本、第4章32無機イオン交換体触媒2013

    • Author(s)
      島津省吾他
    • Total Pages
      200
    • Publisher
      日刊工業新聞社
    • Related Report
      2012 Research-status Report
  • [Book] 触媒調製ハンドブック、1章Pd/粘土鉱物層間固定化触媒2011

    • Author(s)
      島津省吾
    • Publisher
      NTS
    • Related Report
      2013 Final Research Report

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Published: 2011-08-05   Modified: 2019-07-29  

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