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Synthesis and application of electron-deficient heterocyclic carbene species

Research Project

Project/Area Number 23750038
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionNagoya University

Principal Investigator

SEGAWA Yasutomo  名古屋大学, 理学(系)研究科(研究院), 特任准教授 (60570794)

Project Period (FY) 2011 – 2013
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2013: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2012: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2011: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywordsカルベン / ピリジリデン / パラジウム / X線結晶構造解析 / 配位子 / 金錯体
Research Abstract

In this research, we uncovered properties of new chemical species "pyridylidene" and synthesized a new pyridylidene metal complex toward the application to catalytic reaction. First we successfully generated free pyridylidene and reacted it with several reagents. Moreover, decomposition pathway of pyridylidene was also found. Next we synthesized bidentate bis-2-pyridylidene palladium complex, which has very unique electronic and structural characters and moreover it can be synthesized only three steps from commercially available compounds easily. The synthetic method can also be applicable to other late transition metals so that establishment of new catalyst library utilizing high stability and donation ability of pyridylidene.

Report

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

    (22 results)

All 2013 2012 2011 Other

All Journal Article (4 results) (of which Peer Reviewed: 2 results) Presentation (16 results) (of which Invited: 3 results) Remarks (2 results)

  • [Journal Article] Pyridine-Based Dicarbene Ligand : Synthesis and Structure of Bis-2-pyridylidene Palladium Complex2013

    • Author(s)
      吉富哲志、瀬川泰知、伊丹健一郎
    • Journal Title

      Chem. Commun

      Volume: 49 Pages: 5648-5650

    • Related Report
      2013 Final Research Report
  • [Journal Article] Pyridine-Based Dicarbene Ligand: Synthesis and Structure of Bis-2-pyridylidene Palladium Complex2013

    • Author(s)
      吉富哲志・瀬川泰知・伊丹健一郎
    • Journal Title

      Chemical Communications

      Volume: 49 Issue: 50 Pages: 5648-5650

    • DOI

      10.1039/c3cc42655f

    • Related Report
      2013 Annual Research Report 2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] 1,3,5-Triaryl 2-Pyridylidene : Base-Promoted Generation and Complexation2012

    • Author(s)
      秦一博、瀬川泰知、伊丹健一郎
    • Journal Title

      Chem. Commun

      Volume: 48 Pages: 6642-6644

    • Related Report
      2013 Final Research Report
  • [Journal Article] 1,3,5-Triaryl 2-Pyridylidene: Base-Promoted Generation and Complexation2012

    • Author(s)
      秦一博・瀬川泰知・伊丹健一郎
    • Journal Title

      Chemical Communications

      Volume: 48 Issue: 53 Pages: 6642-6644

    • DOI

      10.1039/c2cc33184e

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Presentation] Pyridine-Based Dicarbene Ligand : Synthesis and Structure of Bis-2-pyridylidene Palladium Complex2013

    • Author(s)
      吉富哲志、瀬川泰知、伊丹健一郎
    • Organizer
      Nagoya Symposium 2013
    • Place of Presentation
      名古屋大学
    • Year and Date
      2013-05-23
    • Related Report
      2013 Final Research Report
  • [Presentation] Pyridine-Based Dicarbene Ligand : Synthesis and Structure of Bis-2-pyridylidene Palladium Complex2013

    • Author(s)
      吉富哲志、瀬川泰知、伊丹健一郎
    • Organizer
      The 15th Joint Seminar-University of Munster and Nagoya University-
    • Place of Presentation
      名古屋大学
    • Year and Date
      2013-05-20
    • Related Report
      2013 Final Research Report
  • [Presentation] 2座ピリジリデン配位子を有するパラジウム錯体の合成と構造2013

    • Author(s)
      吉富哲志、瀬川泰知、伊丹健一郎
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学
    • Year and Date
      2013-03-25
    • Related Report
      2013 Final Research Report
  • [Presentation] Pyridine-Based Dicarbene Ligand: Synthesis and Structure of Bis-2-pyridylidene Palladium Complex2013

    • Author(s)
      吉富哲志・瀬川泰知・伊丹健一郎
    • Organizer
      Nagoya Symposium 2013
    • Place of Presentation
      名古屋大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] Pyridine-Based Dicarbene Ligand: Synthesis and Structure of Bis-2-pyridylidene Palladium Complex2013

    • Author(s)
      吉富哲志・瀬川泰知・伊丹健一郎
    • Organizer
      The 14th Joint Seminar -University of Munster and Nagoya University-
    • Place of Presentation
      名古屋大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] Synthesis and Reactivity of Palladium-and Nichel-Pyridylidene Complexes2012

    • Author(s)
      吉富哲志、瀬川泰知、伊丹健一郎
    • Organizer
      The l4th Joint Seminar-University of Munster and Nagoya University-
    • Place of Presentation
      名古屋大学
    • Year and Date
      2012-10-01
    • Related Report
      2013 Final Research Report
  • [Presentation] From Boron to Carbon2012

    • Author(s)
      瀬川泰知
    • Place of Presentation
      トロント大学
    • Year and Date
      2012-09-04
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] Complexation of Bidentate Pyridylidene Ligand to Transition Metals2012

    • Author(s)
      吉富哲志、瀬川泰知、伊丹健一郎
    • Organizer
      第3回統合物質シンポジウム
    • Place of Presentation
      西新プラザ
    • Year and Date
      2012-06-01
    • Related Report
      2013 Final Research Report
  • [Presentation] ピリジリデンの合成と反応性2011

    • Author(s)
      秦一博、瀬川泰知、伊丹健一郎
    • Organizer
      第38回有機典型元素化学討論会
    • Place of Presentation
      石川県立音楽堂
    • Year and Date
      2011-12-08
    • Related Report
      2013 Final Research Report 2011 Research-status Report
  • [Presentation] N-heteocyclic Carbene and Its Boron Analogue2011

    • Author(s)
      瀬川泰知
    • Organizer
      ミュンスター大学一名古屋大学IRTGプログラム
    • Place of Presentation
      ミュンスター大学
    • Year and Date
      2011-08-25
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] Synthesis and Reactivity of Pyridylidene2011

    • Author(s)
      秦一博、瀬川泰知、伊丹健一郎
    • Organizer
      Nagoya University Global COE in Chemistry 4th Annual Symposium
    • Place of Presentation
      名古屋大学
    • Year and Date
      2011-06-15
    • Related Report
      2013 Final Research Report 2011 Research-status Report
  • [Presentation] N-heterocyclic Carbene and Its Boron Analogue2011

    • Author(s)
      瀬川泰知
    • Organizer
      ミュンスター大学-名古屋大学IRTGプログラム(招待講演)
    • Place of Presentation
      ミュンスター大学
    • Related Report
      2011 Research-status Report
  • [Presentation] Complexation of Bidentate Pyridylidene Ligand to Transition Metals

    • Author(s)
      吉富哲志・瀬川泰知・伊丹健一郎
    • Organizer
      第3回統合物質シンポジウム
    • Place of Presentation
      西新プラザ
    • Related Report
      2012 Research-status Report
  • [Presentation] Synthesis and Reactivity of Palladium- and Nickel-Pyridylidene Complexes

    • Author(s)
      吉富哲志・瀬川泰知・伊丹健一郎
    • Organizer
      The 14th Joint Seminar -University of Münster and Nagoya University-
    • Place of Presentation
      名古屋大学
    • Related Report
      2012 Research-status Report
  • [Presentation] 2座ピリジリデン配位子を有するパラジウム錯体の合成と構造

    • Author(s)
      吉富哲志・瀬川泰知・伊丹健一郎
    • 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
    • Related Report
      2012 Research-status Report
  • [Presentation] From Boron to Carbon

    • Author(s)
      瀬川泰知
    • Organizer
      Lecture in University of Toronto
    • Place of Presentation
      トロント大学(カナダ)
    • Related Report
      2012 Research-status Report
    • Invited
  • [Remarks]

    • URL

      http://synth.chem.nagoya-u.ac.jp/

    • Related Report
      2013 Final Research Report
  • [Remarks]

    • URL

      http://www.jst.go.jp/erato/itami/

    • Related Report
      2013 Final Research Report

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

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