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シリカ担持配位子をプラットホームとする遷移金属触媒の集積化と有機合成への応用

Publicly Offered Research

Project AreaOrganic Synthesis based on Integration of Chemical Reactions. New Methodologies and New Materials
Project/Area Number 24106701
Research Category

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

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionHokkaido University

Principal Investigator

澤村 正也  北海道大学, 理学(系)研究科(研究院), 教授 (40202105)

Project Period (FY) 2012-04-01 – 2014-03-31
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥7,150,000 (Direct Cost: ¥5,500,000、Indirect Cost: ¥1,650,000)
Fiscal Year 2013: ¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2012: ¥3,510,000 (Direct Cost: ¥2,700,000、Indirect Cost: ¥810,000)
Keywords固相担持 / 不均一系触媒 / シリカ / ホスフィン / ポリスチレン / マイクロリアクター / クロスカップリング / 有機ホウ素化合物 / 含窒素複素環化合物
Research Abstract

かご型ホスフィンSilica-SMAPを用いる触媒反応の開発を進めるとともに、その設計概念を拡張して、遷移金属と1:1型錯体を選択的に形成する新しい固相担持ホスフィンとしてシリカ3脚担持ホスフィンSilica-3p-TPPおよびポリスチレン3点架橋ホスフィンPS-TPPを開発した。これらのホスフィンはSilica-SMAPと比べて、低コストで合成でき、構造の多様化が可能であるなどの利点を有している。塩化アリール類の各種クロスカップリングやsp3-C-H結合のホウ素化反応に対してその有用性を確認した。

Current Status of Research Progress
Reason

25年度が最終年度であるため、記入しない。

Strategy for Future Research Activity

25年度が最終年度であるため、記入しない。

Report

(2 results)
  • 2013 Annual Research Report
  • 2012 Annual Research Report
  • Research Products

    (39 results)

All 2014 2013 2012 Other

All Journal Article (7 results) (of which Peer Reviewed: 6 results) Presentation (32 results) (of which Invited: 11 results)

  • [Journal Article] Site-selective C-H Borylation of Quinolines at the C-8 Position Catalyzed by a Silica-supported Phosphane-Iridium System.2014

    • Author(s)
      Shota Konishi
    • Journal Title

      Chem. Asian J.

      Volume: 9 Issue: 2 Pages: 434-438

    • DOI

      10.1002/asia.201301423

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Tripod Immobilization of Triphenylphosphane on a Silica Gel Surface to Enable Selective Mono-P-ligation to Palladium: Application to Suzuki-Miyaura Cross-Coupling with Chloroarenes.2014

    • Author(s)
      Tomohiro Iwai
    • Journal Title

      Chem. Eur. J.

      Volume: 20 Issue: 4 Pages: 1057-1065

    • DOI

      10.1002/chem.201304081

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Threefold Cross-Linked Polystyrene-Triphenylphosphane Hybrids: Mono-P-Ligating Behaviors and Catalytic Applications for Aryl Chloride Cross-Coupling and C(sp3)-H Borylation.2013

    • Author(s)
      Tomohiro Iwai
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 52 Issue: 47 Pages: 12322-12326

    • DOI

      10.1002/anie.201306769

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Primary and Secondary Alkylboronates through Site-Selective C(sp^3)-H Activation with Silica-Supported Monophosphine-Ir Catalysts.2013

    • Author(s)
      川守田 創一郎
    • Journal Title

      Journal of American Chemical Society

      Volume: 135 Issue: 8 Pages: 2947-2950

    • DOI

      10.1021/ja3126239

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 不活性sp3-C-H結合の化学変換―触媒設計によるチャレンジ2013

    • Author(s)
      川守田創一郎
    • Journal Title

      化学

      Volume: 68 Pages: 72-73

    • Related Report
      2012 Annual Research Report
  • [Journal Article] Rh-Catalyzed Borylation of N-Adjacent C(sp^3)-H Bonds with a Silica-Supported Triarylphosphine Ligands2012

    • Author(s)
      Soichiro Kawamorita, Tatsuya Miyazaki, Tomohiro Iwai, Hirohisa Ohmiya, Masaya, Sawamura.
    • Journal Title

      J.Am. Chem. Soc.

      Volume: 134 Issue: 31 Pages: 12924-12927

    • DOI

      10.1021/ja305694r

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Conjugate Reduction of a,β-Unsaturated Carbonyl and Carboxyl Compounds with Poly(methylhydrosiloxane) Catalyzed by a Silica-Supported Compact phosphane-Copper Complex2012

    • Author(s)
      川守田 創一郎
    • Journal Title

      Advanced Synthesis & Catalysis

      Volume: 354 Issue: 18 Pages: 3440-3444

    • DOI

      10.1002/adsc.201200555

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Presentation] 両親媒性高分子三点架橋型ホスフィンの合成とパラジウム触媒による水中クロスカップリング反応への応用2014

    • Author(s)
      島田 肇
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学  東山キャンパス,愛知県名古屋市
    • Related Report
      2013 Annual Research Report
  • [Presentation] シリカ担持モノホスフィン-イリジウム触媒による位置選択的C(sp3)-Hホウ素化反応:配向基の拡張2014

    • Author(s)
      村上 遼
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学 東山キャンパス,愛知県名古屋市
    • Related Report
      2013 Annual Research Report
  • [Presentation] シリカ担持モノホスフィン-イリジウム触媒による小員環化合物の位置および立体選択的C-Hホウ素化反応2014

    • Author(s)
      角田 圭
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学 東山キャンパス,愛知県名古屋市
    • Related Report
      2013 Annual Research Report
  • [Presentation] ポリスチレン三脚架橋型ホスフィンの設計・合成と遷移金属触媒によるC-HおよびC-Cl結合変換反応への応用2013

    • Author(s)
      原田友哉
    • 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
      2013-03-22
    • Related Report
      2012 Annual Research Report
  • [Presentation] シリカ三脚担持型ホスフィン-パラジウム触媒による塩化アリール類のクロスカップリング反応2013

    • Author(s)
      田中遼太郎
    • 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
      2013-03-22
    • Related Report
      2012 Annual Research Report
  • [Presentation] シリカ三脚坦持型ホスフィンの合成と構造解析:触媒的C(sp3)-H結合ホウ素反応への応用2013

    • Author(s)
      岩井智弘
    • 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
      2013-03-22
    • Related Report
      2012 Annual Research Report
  • [Presentation] シリカ坦持かご型ホスフィン-イリジウム触媒によるキノリン誘導体の位置選択的C-H結合直接ホウ素化反応2013

    • Author(s)
      小西菖太
    • 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
      2013-03-22
    • Related Report
      2012 Annual Research Report
  • [Presentation] シリカ坦持かご型ホスフィン-イリジウム触媒による不活性C(sp3)-H結合の直接ホウ素化反応2013

    • Author(s)
      村上遼
    • 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
      2013-03-22
    • Related Report
      2012 Annual Research Report
  • [Presentation] Homogeneous-like and Better-than-homogeneous2013

    • Author(s)
      Masaya Sawamura
    • Organizer
      International Symposium of Homogenous Reactivity
    • Place of Presentation
      茨城大学,茨城県 水戸市
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Development of Phosphine-Centered Cross-Linked Polymer for Transition Metal-Catalyzed Transformation of Unactivated Bonds2013

    • Author(s)
      Tomoya Harada
    • Organizer
      OMCOS17, 17th International Symposium on Organometallic Chemistry Directed towards Organic Synthesis
    • Place of Presentation
      Colorado State University, USA
    • Related Report
      2013 Annual Research Report
  • [Presentation] Direct Borylation of Primary and Secondary C(sp3)-H Bond via Silica-Supported Monophosphine-Ir Catalysts2013

    • Author(s)
      Ryo Murakami
    • Organizer
      ISHHC-16
    • Place of Presentation
      北海道大学,札幌市
    • Related Report
      2013 Annual Research Report
  • [Presentation] 固相多点担持ホスフィンの開発と触媒的C(sp2)-Clおよび C(sp3)-H結合変換反応への応用2013

    • Author(s)
      岩井 智弘
    • Organizer
      第60回有機金属化学討論会
    • Place of Presentation
      学習院大学 学習院創立百年 記念会館 正堂,東京都 豊島区
    • Related Report
      2013 Annual Research Report
  • [Presentation] 有機合成におけるsp3-C-H結合への2つの新しい視点2013

    • Author(s)
      澤村正也
    • Organizer
      第30回有機合成化学セミナー
    • Place of Presentation
      せとうち児島ホテル,岡山県 倉敷市
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] シリカ三脚担持型ホスフィンの設計・合成:配位不飽和金属錯体の選択的形成 と触媒反応への応用2013

    • Author(s)
      岩井 智弘
    • Organizer
      第112回触媒討論会
    • Place of Presentation
      秋田大学 手形キャンパス ,秋田県秋田市
    • Related Report
      2013 Annual Research Report
  • [Presentation] ポリスチレン三点架橋型トリアリールホスフィン配位子の開発と 不活性結合変換反応への応用2013

    • Author(s)
      原田 友哉
    • Organizer
      第112回触媒討論会
    • Place of Presentation
      秋田大学 手形キャンパス ,秋田県秋田市
    • Related Report
      2013 Annual Research Report
  • [Presentation] 遷移金属触媒によるピリジン側鎖アルキル基の位置選択的C(sp3)-Hホウ素化反応:固相担持ホスフィン配位子の効果2013

    • Author(s)
      岩井 智弘
    • Organizer
      復素環化学討論会
    • Place of Presentation
      長良川国際会議場,岐阜県 岐阜市
    • Related Report
      2013 Annual Research Report
  • [Presentation] キノリン類の8位選択的C-Hホウ素化反応: シリカ担持ホスフィン-Ir触媒の適用2013

    • Author(s)
      小西 菖太
    • Organizer
      復素環化学討論会
    • Place of Presentation
      長良川国際会議場、岐阜県 岐阜市
    • Related Report
      2013 Annual Research Report
  • [Presentation] 含ケイ素かご型モノホスフィンのシリカ直接担持に基づくIr触媒C(sp3)-H 直接ホウ素化反応の開発2013

    • Author(s)
      村上 遼
    • Organizer
      第17回ケイ素化学協会シンポジウム
    • Place of Presentation
      箱根湯本温泉ホテル おかだ,神奈川県足柄下郡箱根町
    • Related Report
      2013 Annual Research Report
  • [Presentation] シリカ三脚担持ホスフィンによるPモノ配位Pd錯体の選択的形成と クロスカップリングへの応用2013

    • Author(s)
      田中 遼太郎
    • Organizer
      第17回ケイ素化学協会シンポジウム
    • Place of Presentation
      箱根湯本温泉ホテル おかだ,神奈川県足柄下郡箱根町
    • Related Report
      2013 Annual Research Report
  • [Presentation] Silica-supported Tripod Phosphine: Application to Transition Metal Catalysis2013

    • Author(s)
      Masaya Sawamura
    • Organizer
      ISIS-8, The 8th International Symposium on Integrated Synthesis
    • Place of Presentation
      東大寺総合文化センター,奈良県奈良市
    • Related Report
      2013 Annual Research Report
  • [Presentation] Site Selective Borylation of Unactivated Internal C(sp3)-H Bonds Catalyzed by Rh or Ir Complexes with Silica-Supported Monophoshine Ligands2012

    • Author(s)
      Masaya Sawamura
    • Organizer
      The 7th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-7)
    • Place of Presentation
      Nanyang Technological University, Singapore
    • Year and Date
      2012-12-11
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Rh- or Ir-Catalyzed N-Directed Borylation of Unactivated C(sp3)-H Bonds with Silica-Supported Monophoshine Ligands2012

    • Author(s)
      Masaya Sawamura
    • Organizer
      The Twelfth International Kyoto Conference on New Aspect of Organic Chemistry (IKCOC-12)
    • Place of Presentation
      Rihga Royal Hotel Kyoto
    • Year and Date
      2012-11-12
    • Related Report
      2012 Annual Research Report
  • [Presentation] シリカ担持トリアリールホスフィン-Rh触媒による窒素隣接C(sp3)-H結合のホウ素化反応2012

    • Author(s)
      川守田創一郎
    • Organizer
      第59回有機金属化学討論会
    • Place of Presentation
      大阪大学 吹田キャンパス
    • Year and Date
      2012-09-13
    • Related Report
      2012 Annual Research Report
  • [Presentation] Rh-Catalyzed Direct Borylation of N-Adjacent C(sp3)-H Bonds with Silica-Supported Cage-Type Triaryl Monodentate Phosphine Ligand2012

    • Author(s)
      Soichiro Kawamorita
    • Organizer
      XXV International Conference on Organometallic Chemistry (ICOMC 2012)
    • Place of Presentation
      Lisbon University, Portugal
    • Year and Date
      2012-09-02
    • Related Report
      2012 Annual Research Report
  • [Presentation] Site-selective C-H Borylation with Solid-supported Transition Metal Catalysts

    • Author(s)
      Masaya Sawamura
    • Organizer
      Asian Core Program Award Lecture at National Ching Hua University
    • Place of Presentation
      National Ching Hua University, Taiwan
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Site-selective C-H Borylation with Solid-supported Transition Metal Catalysts

    • Author(s)
      Masaya Sawamura
    • Organizer
      Asian Core Program Award Lecture at National Chung Hsing University
    • Place of Presentation
      National Chung Hsing University, Taiwan
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Site-selective C-H Borylation with Solid-supported Transition Metal Catalysts

    • Author(s)
      Masaya Sawamura
    • Organizer
      Asian Core Program Award Lecture at National Taiwan Normal University
    • Place of Presentation
      National Taiwan Normal University, Taiwan
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Transition Metal Catalyzed Directed Borylation of C(sp2)-H and C(sp3)-H Bonds with Immobilized Phosphine Ligands

    • Author(s)
      Masaya Sawamura
    • Organizer
      The 6th Homogeneous Catalysis Symposium in Wuhan
    • Place of Presentation
      Wuhan University, China
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Transition Metal Catalyzed Directed Borylation of C(sp2)-H and C(sp3)-H Bonds with Immobilized Phosphine Ligands

    • Author(s)
      Masaya Sawamura
    • Organizer
      Asian Core Program Award Lecture at University of Science and Technology of China
    • Place of Presentation
      University of Science and Technology of China, China
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Transition Metal Catalyzed Directed Borylation of C(sp2)-H and C(sp3)-H Bonds with Immobilized Phosphine Ligands

    • Author(s)
      Masaya Sawamura
    • Organizer
      Asian Core Program Award Lecture at Shanghai Institute of Organic Chemistry
    • Place of Presentation
      Shanghai Institute of Organic Chemistry, China
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] 固定化ホスフィンに基づく高活性有機合成触媒の開発

    • Author(s)
      澤村正也
    • Organizer
      東ソー有機化学講演会
    • Place of Presentation
      東ソー有機化学 株式会社,山口県周南市
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Phosphine-Functionalized Solid-Liquid Interfaces for Ideal Organic Synthesis Hanoi University of Science-Vietnam National University Hokkaido University Seminar Series

    • Author(s)
      Masaya Sawamura
    • Organizer
      Hanoi University of Science-Vietnam National University Hokkaido University Seminar Series
    • Place of Presentation
      Hanoi University of Science-Vietnam National UniversityHanoi, Vietnam
    • Related Report
      2013 Annual Research Report
    • Invited

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Published: 2013-05-15   Modified: 2019-07-29  

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