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Construction of unique photo-functional molecules based on thproperties of heteroatoms and azulene

Research Project

Project/Area Number 22550039
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionYamaguchi University

Principal Investigator

MURAFUJI Toshihiro  山口大学, 大学院・医学系研究科, 教授 (40253140)

Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2012: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2011: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2010: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Keywords典型元素 / アズレン / アザアズレン / 非ベンゼノイド / 光機能 / ヘテロ原子 / 光機能性 / 光機能材料 / 蛍光
Research Abstract

Construction of photo-functional molecules based on the properties of heteroatoms and azulene was tried by introduction of a heteroatom (phosphorus or boron) into the position adjacent to a coordinative functional group in the 5-membered ring of azulene. Thus, we revealed how the intramolecular coordination of a pyridyl group with a phosphorus atom affected the -electron system of azulene. Furthermore, we found that the iminoazulenes prepared by the condensation of an amino acid with 2-boryl-1-formylazulene showed a variety of coloration in solid states depending on the structure of the amino acid.

Report

(4 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Annual Research Report
  • 2010 Annual Research Report
  • Research Products

    (27 results)

All 2013 2012 2011 2010

All Journal Article (11 results) (of which Peer Reviewed: 11 results) Presentation (16 results)

  • [Journal Article] Convenient synthesis of substituted azulenes based on metalation2013

    • Author(s)
      T. Murafuji
    • Journal Title

      J. Synth. Org. Chem., Jpn

      Volume: 71 Pages: 217-228

    • NAID

      10031157228

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Convenient synthesis of substituted azulenes based on metalation2013

    • Author(s)
      Toshihiro Murafuji
    • Journal Title

      Journal of Synthetic Organic Chemistry, Japan

      Volume: 71 Pages: 217-228

    • NAID

      10031157228

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and complexation of bis(1-azaazulen-2-yl)amines and bis(1-azaazulen-2-yl)sulfides2012

    • Author(s)
      E. Yoshioka, K. Koizumi, K. Nakashima, H. Fujii, T. Murafuji,T. Gunji, N. Abe
    • Journal Title

      Heterocycles2012

      Volume: 85 Pages: 1683-1695

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of benzotropone-annulated 1-azaazulenes and related compounds by Suzuki-Miyaura coupling/aldol condensation cascade reaction and evaluations of their cytotoxic activity against HeLa S3 cells2012

    • Author(s)
      M. Nakatani, H. Fujii, T. Murafuji, T. Gunji, R. Ikeda, T. Konakahara, N. Abe
    • Journal Title

      Heterocycles

      Volume: 84 Pages: 461-472

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and complexation of bis (1-azaazulen-2-yl)-amines and bis(1-azaazulen-2yl)sulfides2012

    • Author(s)
      Eiko Yoshioka
    • Journal Title

      Heterocycles

      Volume: 85 Issue: 7 Pages: 1683-1695

    • DOI

      10.3987/com-12-12507

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of benzotropone-annulated 1-azaazulenes and related compounds by Suzuki coupling/aldol condensation cascade reaction and evaluations of their cytotoxic activity against HeLa S3 cells2012

    • Author(s)
      Makoto Nakatani, et al
    • Journal Title

      Heterocycles

      Volume: Vol 84 Pages: 461-472

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of 12,12a-dihydro-7,12a-diazacyclohepta[cd]benz[g]azulen-12-one(cyclohepta[mn]pyrrolo[2,1-c][1,4]-benzodiazepin-12-one) and evaluation of cytotoxic activity against HeLa S3 cells2011

    • Author(s)
      E. Yoshioka, H. Fujii, T. Murafuji, R. Ikeda, T. Konakahara, T. Gunji, N. Abe
    • Journal Title

      Heterocycles

      Volume: 83 Pages: 1409-1415

    • NAID

      40018820813

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Divergent synthesis of 2,5-diarylphospholes based on cross-coupling reactions: Substituent effects on the optical and redox properties of benzene-phosphole benzene -systems2011

    • Author(s)
      Y. Matano, Y. Kon, A. Saito, Y. Kimura, T. Murafuji, H. Imahori
    • Journal Title

      Chem. Lett

      Volume: 40 Pages: 919-921

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of 12,12a-dihydro-7,12a-d iazacyclohepta[cd]-benz[g]azulen-12-one and evaluation of cytotoxic activity against HeLa S3 cells2011

    • Author(s)
      Eiko Yoshioka, et al
    • Journal Title

      Heterocycles

      Volume: Vol 83 Issue: 6 Pages: 1409-1415

    • DOI

      10.3987/com-11-12207

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Divergent Synthesis of 2,5-Diarylphospholes Based on Cross-Coupling Reactions : Substituent Effects on the Optical and Redox Properties of Benzene-Phosphole-Benzene π-Systems2011

    • Author(s)
      Y.Matano, Y Kon, A, Saito, Y.Kimura, T.Murafuji, H.Imahori
    • Journal Title

      Chem.Lett.

      Volume: 40(印刷中)

    • NAID

      10029521509

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The reaction of [(1-azaazulen-2-yl)imi- no]phosphorane with arylaldehydes: Formation of bis[(1-azaazulen-2-yl)amino]arylmethanes2010

    • Author(s)
      H. Fujii, K. Nagamatus, T. Gunji, T. Murafuji, N. Abe
    • Journal Title

      Heterocycles

      Volume: 81 Pages: 2625-2633

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Presentation] 近赤外域に吸収を持つアズレン誘導体の創出2012

    • Author(s)
      荷宮和貴・村藤俊宏・池永 大・上條 真
    • Organizer
      第5回臭素化学懇話会年会
    • Place of Presentation
      岡山大学(岡山市)
    • Year and Date
      2012-11-30
    • Related Report
      2012 Final Research Report
  • [Presentation] アズレン類のハロゲン交換反応2012

    • Author(s)
      村藤俊宏
    • Organizer
      臭素化学懇話会
    • Place of Presentation
      岡山大学
    • Related Report
      2012 Annual Research Report
  • [Presentation] 近赤外域に吸収を持つアズレン誘導体の創出2012

    • Author(s)
      村藤俊宏
    • Organizer
      臭素化学懇話会
    • Place of Presentation
      岡山大学
    • Related Report
      2012 Annual Research Report
  • [Presentation] 4,4'-ビアズレンをはじめとするビアズレン類の合成とその化学的特性の解明2012

    • Author(s)
      村藤俊宏
    • Organizer
      臭素化学懇話会
    • Place of Presentation
      岡山大学
    • Related Report
      2012 Annual Research Report
  • [Presentation] アズレニルホウ酸エステルの位置選択的ボリル化とカップリング反応2011

    • Author(s)
      小池幸弘・村藤俊宏・綱島 亮
    • Organizer
      第38回有機典型元素化学討論会
    • Place of Presentation
      石川県立音楽堂邦楽ホール(金沢市)
    • Year and Date
      2011-12-07
    • Related Report
      2012 Final Research Report
  • [Presentation] アズレニルホウ酸エステルの位置選択的ボリル化とカップリング反応2011

    • Author(s)
      小池幸弘・村藤俊宏・綱島亮
    • 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(金沢市)
    • Year and Date
      2011-12-07
    • Related Report
      2011 Annual Research Report
  • [Presentation] アズレン類のハロゲン化とメタル化2011

    • Author(s)
      村藤俊宏・岡畑 甫・伊藤伸幸・末長祐真・小池幸弘・綱島 亮
    • Organizer
      第4回臭素化学懇話会年会
    • Place of Presentation
      宇都宮大学(宇都宮市)
    • Year and Date
      2011-11-25
    • Related Report
      2012 Final Research Report
  • [Presentation] カップリング反応を用いたアズレンのアリール化2011

    • Author(s)
      末長祐真・村藤俊宏・岡畑 甫
    • Organizer
      第41回複素環化学討論会
    • Place of Presentation
      熊本市民会館(熊本市)
    • Year and Date
      2011-10-20
    • Related Report
      2012 Final Research Report
  • [Presentation] キラリティーの違いを色で識別できるπ電子系の構築2011

    • Author(s)
      田中宏樹・村藤俊宏
    • Organizer
      低次元無機 有機複合系と光化学 山口地区化学講演会
    • Place of Presentation
      山口大学(山口市)
    • Year and Date
      2011-01-21
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthesis and reaction of Schiff bases derived from azulene-2-boronic acid ester and amino acid2010

    • Author(s)
      山口大学(山口市)
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      ハワイコンベンションセンター ホノルル(米国)
    • Year and Date
      2010-12-16
    • Related Report
      2012 Final Research Report
  • [Presentation] 置換アズレンの効率的合成 法2010

    • Author(s)
      村藤俊宏
    • Organizer
      有機合成化学協会九州山口支部講演会
    • Place of Presentation
      山口大学(山口市)
    • Year and Date
      2010-12-09
    • Related Report
      2012 Final Research Report
  • [Presentation] 置換アズレン類の簡便合成2010

    • Author(s)
      村藤俊宏
    • Organizer
      有機合成化学協会九州山口支部記念講演会
    • Place of Presentation
      山口大学
    • Year and Date
      2010-12-09
    • Related Report
      2010 Annual Research Report
  • [Presentation] ピリジルアズレンのハロゲン化反応2010

    • Author(s)
      岡畑 甫・村藤俊宏・藤永雅之
    • Organizer
      第3回臭素化学懇話会年会
    • Place of Presentation
      山口大学(山口市)
    • Year and Date
      2010-11-26
    • Related Report
      2012 Final Research Report
  • [Presentation] 七員環部ハロゲン置換アズレン類の合成と反応2010

    • Author(s)
      檜山久美子・村藤俊宏・柴崎稔久・畑澤 友行
    • Organizer
      第3回臭素化学懇話会年会
    • Place of Presentation
      山口大学(山口市)
    • Year and Date
      2010-11-26
    • Related Report
      2012 Final Research Report
  • [Presentation] アズレンのメタル化反応2010

    • Author(s)
      村藤俊宏
    • Organizer
      2010 年日本化学会西日本大会
    • Place of Presentation
      熊本大学(熊本市)
    • Year and Date
      2010-11-06
    • Related Report
      2012 Final Research Report
  • [Presentation] アズレンのメタル化反応2010

    • Author(s)
      村藤俊宏
    • Organizer
      2010年日本化学会西日本大会
    • Place of Presentation
      熊本大学
    • Year and Date
      2010-11-06
    • Related Report
      2010 Annual Research Report

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Published: 2010-08-23   Modified: 2019-07-29  

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