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2012 Fiscal Year Final Research Report

Development of new reactions using iron phthalocyanineand molecularoxygen

Research Project

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Project/Area Number 23790008
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Chemical pharmacy
Research InstitutionKanazawa University

Principal Investigator

TANIGUCHI Tsuyoshi  金沢大学, 薬学系, 薬学系 (60444204)

Project Period (FY) 2011 – 2012
Keywords鉄触媒 / ラジカル反応 / 分子状酸素 / C-H 酸化 / 縮合反応 / 触媒反応
Research Abstract

Three novel reactions using iron phthalocyanine and molecular oxygen have been developed:
(1) a new method for generation of radicals from hydrazine compounds and addition reactions of resultant radicals to alkenes
(2) synthesis of 1,4-diols from simple alkenes by redox hydration using sodium borohydride
(3) oxidation-reduction esterification using oxygen as an oxidant. In addition, mild oxynitration reactions of alkenes have been found in the courseof these studies.

Research Products

(16 results)

All 2013 2012 2011 Other

All Journal Article (6 results) (of which Peer Reviewed: 6 results) Presentation (8 results) Remarks (1 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Multifunctionalization of alkenes viaaerobic oxynitration and sp3 C-H oxidation2013

    • Author(s)
      Tsuyoshi Taniguchi, Yuki sugiura, Takashi Hatta, Atsushi Yajima, Hiroyuki Ishibashi
    • Journal Title

      Chem. Commun

      Volume: 49 Pages: 2198-2200

    • DOI

      DOI:10.1039/C3CC00130J

    • Peer Reviewed
  • [Journal Article] Iodine-Mediated α-Acetoxylation of 2,3-Disubstituted Indoles2012

    • Author(s)
      Hisaaki Zaimoku, Takashi Hatta, Tsuyoshi Taniguchi, Hiroyuki Ishibashi
    • Journal Title

      Org. Lett

      Volume: 14 Pages: 6088-6091

    • DOI

      DOI:10.1021/ol302983t

    • Peer Reviewed
  • [Journal Article] Esterification via Iron-Catalyzed Activation of Triphenylphosphine with Air2011

    • Author(s)
      Tsuyoshi Taniguchi, Daisuke Hirose, Hiroyuki Ishibashi
    • Journal Title

      ACS Catal

      Volume: 1 Pages: 1469-1474

    • DOI

      DOI:10.1021/cs2003824

    • Peer Reviewed
  • [Journal Article] Oxidative NItration of Alkenes with tert-Butyl Nitrite and Oxygen2011

    • Author(s)
      Tsuyoshi Taniguchi, Atsushi Yajima, Hiroyuki Ishibashi
    • Journal Title

      Adv. Synth. Catal

      Volume: 353 Pages: 2643-2647

    • DOI

      DOI:10.1002/adsc201100315

    • Peer Reviewed
  • [Journal Article] Iron-catalyzed sulfonyl radical formations from sulfonylhydrazides and oxidative addition to alkenes2011

    • Author(s)
      Tsuyoshi Taniguchi, Atsushi Idota, Hiroyuki Ishibashi
    • Journal Title

      Org. Biomol. Chem

      Volume: 9 Pages: 3151-3153

    • DOI

      DOI:10.1039/C0OB01119C

    • Peer Reviewed
  • [Journal Article] Synthesis of -hydroxyphosphonates by iron-catalyzed oxidative addition of phosphonyl radicals to alkenes2011

    • Author(s)
      Tsuyoshi Taniguchi, Atsushi Idota, Shin'ichi Yokoyama, Hiroyuki Ishibashi
    • Journal Title

      Tetrahedron Lett

      Volume: 52 Pages: 4768-4770

    • DOI

      DOI:10.1016/j.tetlet.2011.07.026

    • Peer Reviewed
  • [Presentation] 鉄触媒による空気酸化を利用するエステル化反応の反応機構解析2012

    • Author(s)
      廣瀬大祐、谷口剛史、石橋弘行
    • Organizer
      日本薬学会第132 年会
    • Place of Presentation
      北海道大学(北海道札幌市)
    • Year and Date
      20120328-31
  • [Presentation] 鉄触媒を用いたラジカル的 C-H 酸素酸化を経由するアルケンからの1,4-ジオール合成2012

    • Author(s)
      橋本卓磨、谷口剛史、石橋弘行
    • Organizer
      日本薬学会第132 年会
    • Place of Presentation
      北海道大学(北海道札幌市)
    • Year and Date
      20120328-31
  • [Presentation] フタロシアニン鉄(II)と酸素を用いるトリフェニルホスフィンの酸化的活性化を経るエステル化反応2011

    • Author(s)
      廣瀬大祐、谷口剛史、石橋弘行
    • Organizer
      第41回複素環化学討論会
    • Place of Presentation
      熊本市民会館(熊本県熊本市)
    • Year and Date
      20111020-22
  • [Presentation] 亜硝酸エステルと酸素を用いた不活性メチル基のC-H 酸化を経るアルケンの多官能基化反応2011

    • Author(s)
      杉浦祐基、八島淳、谷口剛史、石橋弘行
    • Place of Presentation
      熊本市民会館(熊本県熊本市)
    • Year and Date
      20111020-22
  • [Presentation] 鉄触媒によるトリフェニルホスフィンの空気酸化を利用したエステル化反応の速度論解析2011

    • Author(s)
      廣瀬大祐、谷口剛史、石橋弘行
    • Organizer
      有機合成化学北陸セミナー
    • Place of Presentation
      港のホテル(福井県福井市)
    • Year and Date
      20111007-08
  • [Presentation] 鉄触媒を用いる単純アルケンの水和反応と直截的 C-H 酸素酸化を経る 1,4-ジオールの合成2011

    • Author(s)
      橋本卓磨、谷口剛史、石橋弘行
    • Organizer
      有機合成化学北陸セミナー
    • Place of Presentation
      港のホテル(福井県福井市)
    • Year and Date
      20111007-08
  • [Presentation] Iron- or Oxygen-Mediated Radical Nitration of Alkenes2011

    • Author(s)
      Tsuyoshi Taniguchi
    • Organizer
      5th Pacific Symposium on Radical Chemistry
    • Place of Presentation
      Hotel Seamore (Shirahama, Japan)
    • Year and Date
      20110925-28
  • [Presentation] Iron-catalyzed Redox Esterification Using Air as an Oxidant2011

    • Author(s)
      Tsuyoshi Taniguchi, Daisuke Hirose, Hiroyuki Ishibashi
    • Organizer
      The 2nd International Symposium on Process Chemistry
    • Place of Presentation
      Kyoto International
    • Year and Date
      20110810-12
  • [Remarks]

    • URL

      http://www.p.kanazawa-u.ac.jp/~gousei/

  • [Patent(Industrial Property Rights)] 反応方法及びそれに用いる新規アゾ化合物2013

    • Inventor(s)
      谷口剛史、石橋弘行、廣瀬大祐
    • Industrial Property Rights Holder
      国立大学法人金沢大学
    • Industrial Property Number
      特願 2013-017504
    • Filing Date
      2013-01-31

URL: 

Published: 2014-09-25  

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