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Creation and development of novel ring-contracted porphyrinoids

Research Project

Project/Area Number 24655034
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeSingle-year Grants
Research Field Organic chemistry
Research InstitutionNara Institute of Science and Technology

Principal Investigator

YAMADA Hiroko  奈良先端科学技術大学院大学, 物質創成科学研究科, 教授 (20372724)

Co-Investigator(Kenkyū-buntansha) KUZUHARA Daiki  奈良先端科学技術大学院大学, 物質創成科学研究科, 助教 (00583717)
Project Period (FY) 2012-04-01 – 2014-03-31
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2013: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2012: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
Keywordsトリフィリン / 錯体 / 芳香族 / ポルフィリノイド / 励起状態 / ポルフィリン / 核置換 / チオフェン / 金属錯体 / 白金 / X線結晶構造解析
Research Abstract

Pt(II), Fe(II) and B complexes of [14]triphyrin(2.1.1) were prepared. The stability and oxidative properties of Pt(II) complex was investigated. (Trip)(Cp)Fe(II) sandwich-type complex was also prepared. The reversible redox properties of the complex was investigated. The boron complex was also prepared. Thiatriphyrin was also prepared. Because of the steric hindrance between lone pairs of nitrogens, it is too unstable to be isolated and highly reactive with nucleophiles at meso-position. The dynamics of the singlet excited state of tiphyrin was also investigated.

Report

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

    (31 results)

All 2014 2013 2012 Other

All Journal Article (10 results) (of which Peer Reviewed: 10 results) Presentation (19 results) (of which Invited: 9 results) Remarks (2 results)

  • [Journal Article] Time-Resolved Fluorescence Spectroscopy Study of Excited State Dynamics of Alkyl- and Benzo-Substituted Triphyrin(2.1.1)2014

    • Author(s)
      Y. Iima, D. Kuzuhara, Z. Xue, S. Akimoto, H. Yamada, K. Tominaga
    • Journal Title

      Phys. Chem. Chem. Phys.

      Volume: 16 Issue: 26 Pages: 13129-13135

    • DOI

      10.1039/c4cp00301b

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Charactarization of [14]Triphyrin(2.1.1) and Its Metal Complexes2013

    • Author(s)
      D. Kuzuhara, H. Yamada
    • Journal Title

      Heterocycles

      Volume: 87

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Properties of Boron Complexes of [14]Triphyrins(2.1.1)2013

    • Author(s)
      D. Kuzuhara, Z. Xue, S. Mori, T. Okujima, H. Uno, N. Aratani, H. Yamada
    • Journal Title

      Chem. Commun

      Volume: 49 Pages: 8955-8957

    • NAID

      120006334966

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] η5-Cyclopentadienyl-Iron(II)-[14]Triphyrin (2.1.1) Sandwich Compounds : Synthesis, Characterization, and Stable Redox Interconversion2013

    • Author(s)
      Z. Xue, D.Kuzuhara, S. Ikeda, Y. Sakakibara, K. Ohkubo, N. Aratani, T. Okujima, H. Uno, S. Fukuzumi, H. Yamada
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 52 Pages: 73606-7309

    • NAID

      120006334977

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Thiatriphyrin(2.1.1) : A Core-Modified Contracted Porphyrin2013

    • Author(s)
      D. Kuzuhara, Y. Sakakibara, S. Mori, T. Okujima, H. Uno, H. Yamada
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 52 Pages: 3360-3363

    • NAID

      120006334979

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Characterization of New Platinum(II) and Platinum(IV) Triphyrin Complexes2013

    • Author(s)
      Z.-L. Xue, D. Kuzuhara, S. Ikeda, T. Okujima, S. Mori, H. Uno, H. Yamada
    • Journal Title

      Inorg. Chem.

      Volume: 52 Pages: 1688-1690

    • Related Report
      2013 Final Research Report 2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] η5-Cyclopentadienyl-Iron(II)-[14]Triphyrin(2.1.1) Sandwich Compounds: Synthesis, Characterization, and Stable Redox Interconversion2013

    • Author(s)
      Zhaoli Xue, Daiki Kuzuhara, Shinya Ikeda, Yuka Sakakibara, Kei Ohkubo, Naoki Aratani, Tetsuo Okujima, Hidemitsu Uno, Shunichi Fukuzumi and Hiroko Yamada
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 52 Issue: 28 Pages: 7306-7309

    • DOI

      10.1002/anie.201302815

    • NAID

      120006334977

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Properties of Boron Complexes of [14]Triphyrins(2.1.1)2013

    • Author(s)
      D. Kuzuhara, Z. Xue, S. Mori, T. Okujima, H. Uno, N. Aratani, H. Yamada
    • Journal Title

      Chem. Commun.

      Volume: 49 Issue: 79 Pages: 8955-8957

    • DOI

      10.1039/c3cc44788j

    • NAID

      120006334966

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] SYNTHESIS AND CHARACTERIZATION OF [14]TRIPHYRIN(2.1.1) AND ITS METAL COMPLEXES2013

    • Author(s)
      D. Kuzuhara, H. Yamada
    • Journal Title

      Heterocycles (Review)

      Volume: 87 Issue: 6 Pages: 1209-1240

    • DOI

      10.3987/rev-13-769

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Thiatriphyrin(2.1.1): A Core-Modified Contracted Porphyrin2013

    • Author(s)
      D. Kuzuhara, Y. Sakakibara, S. Mori, T. Okujima, H. Uno, and H. Yamada
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 52 Issue: 12 Pages: 3360-3363

    • DOI

      10.1002/anie.201209678

    • NAID

      120006334979

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Presentation] [14]Triphyrin(2.1.1) as a Flexible and Cyclic Monoanionic Tridentate Ligand of varisou Metal Complexes2014

    • Author(s)
      Daiki Kuzuhara, Yasuyuki Mori, Hiroko Yamada
    • Organizer
      8th International Conference of Porphyrins and Phthalocyanines
    • Place of Presentation
      Istanbur, Turkey
    • Year and Date
      2014-06-24
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] [14]トリフィリン(2.1.1)ルテニウム錯体の合成2014

    • Author(s)
      森康行,葛原大軌,鈴木充朗,荒谷直樹,山田容子
    • Organizer
      日本化学会第94春季年会(2014)
    • Place of Presentation
      名古屋大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] [14]Triphyrin(2.1.1) as a Flexible and Cyclic Monoanionic Tridentate Ligand of various metal complexes2014

    • Author(s)
      Daiki Kuzuhara, Yasuyuki Mori, Hiroko Yamada,
    • Organizer
      ICPP-8
    • Place of Presentation
      Istanbul, Turkey
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Metal-free Two-Electron Reduction of Oxygen Catalyzed by [1,4]Triphyrin(2.1.1)2014

    • Author(s)
      Kei Ohkubo, Kentaro Mase, Xue Zhao, Hiroko Yamada, Shunichi Fukuzumi
    • Organizer
      ICPP-8
    • Place of Presentation
      Istanbul, Turkey
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Synthesis and Structures of Novel Free-base [14]Triphyrin(2.1.1) and their Metal Complexes2014

    • Author(s)
      Zhaoli Xue, Daiki Kuzuhara, Hiroko Yamada, Zhongping Ou, Zhen Shen
    • Organizer
      ICPP-8
    • Place of Presentation
      Istanbul, Turkey
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Synthesis and Reactivity of meso-Free and Core-Modified [14]Triphyrins(2.1.1)2013

    • Author(s)
      Daiki Kuzuhara, Yuka Sakakibara, Hiroko Yamada
    • Organizer
      223rd ECS Meeting
    • Place of Presentation
      Toronto, Canada
    • Year and Date
      2013-05-13
    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Invited
  • [Presentation] [14]トリフィリン(2.1.1)鉄錯体の合成と物性2013

    • Author(s)
      薛兆歴・葛原大軌・荒谷直樹・山田容子
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      東京都
    • Related Report
      2013 Final Research Report
  • [Presentation] [14]チアトリフィリン(2.1.1)の合成と反応性2013

    • Author(s)
      葛原大軌、榊原由佳、荒谷直樹、山田容子
    • Organizer
      2013年日本化学会第93春季年会
    • Place of Presentation
      滋賀県
    • Related Report
      2013 Final Research Report
  • [Presentation] トリフィリン誘導体を触媒とする酸素の2電子還元反応2013

    • Author(s)
      大久保敬、間瀬謙太郎、薛兆歴、山田容子、福住俊一
    • Organizer
      2013年日本化学会第93春季年会
    • Place of Presentation
      滋賀県
    • Related Report
      2013 Final Research Report
  • [Presentation] 環縮小ポルフィリン: [14]トリフィリン(2.1.1)の合成と反応性2013

    • Author(s)
      葛原大軌・荒谷 直樹•山田 容子
    • Organizer
      第34回光化学若手の会
    • Place of Presentation
      神戸セミナーハウス
    • Related Report
      2013 Annual Research Report
  • [Presentation] [14]トリフィリン(2.1.1)鉄錯体の合成と物性2013

    • Author(s)
      薛 兆歴・葛原 大軌・荒谷 直樹・山田 容子
    • Organizer
      第24回基礎有機化学討論会
    • Place of Presentation
      学習院大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] Synthesis and Characterization of Metal Complexes of [14]Triphyrin(2.1.1)2012

    • Author(s)
      Hiroko Yamada, Zhaoli Xue, Daiki Kuzuhara, Zhen Shen
    • Organizer
      7th International Conference of Porphyrins and Phthalocyanines
    • Place of Presentation
      Jeju, Korea
    • Year and Date
      2012-07-02
    • Related Report
      2013 Final Research Report 2012 Research-status Report
    • Invited
  • [Presentation] Synthesis of meso-free and Core-modified [14]Triphyrin(2.1.1) from Diformyltriphyrranes byIntramolecular McMurry Coupling Reaction2012

    • Author(s)
      Daiki Kuzuhara, Yuka Sakakibara, Hiroko Yamada
    • Organizer
      7th International Conference of Porphyrins and Phthalocyanines
    • Place of Presentation
      Jeju, Korea
    • Year and Date
      2012-07-02
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] 5, 10-ジアリール[14]チアトリフィリン(2.1.1)類縁体の構造と反応性2012

    • Author(s)
      榊原由佳、葛原大軌、山田容子
    • Organizer
      2012年第23回基礎有機化学討論会
    • Place of Presentation
      京都府
    • Related Report
      2013 Final Research Report
  • [Presentation] Synthesis of meso-free and Core-modified [14]Triphyrin(2.1.1) from Diformyltriphyrranes by Intramolecular McMurry Coupling Reaction

    • Author(s)
      Daiki Kuzuhara, Yuka Sakakibara, Hiroko Yamada
    • Organizer
      7th International Conference of Porphyrins and Phthalocyanines
    • Place of Presentation
      Jeju, Korea
    • Related Report
      2012 Research-status Report
    • Invited
  • [Presentation] Tuning the Spectroscopic Properties of 14-π Triphyrins

    • Author(s)
      Zhen Shen, Zhaoli Xue, Hiroko Yamada
    • Organizer
      7th International Conference of Porphyrins and Phthalocyanines
    • Place of Presentation
      Jeju, Korea
    • Related Report
      2012 Research-status Report
    • Invited
  • [Presentation] 5, 10-ジアリール[14]チアトリフィリン(2.1.1)類縁体の構造と反応性

    • Author(s)
      榊原由佳、葛原大軌、山田容子
    • Organizer
      2012年第23回基礎有機化学討論会
    • Place of Presentation
      京都テルサ
    • Related Report
      2012 Research-status Report
  • [Presentation] チオフェン置換トリフィリンの合成と反応性

    • Author(s)
      葛原大軌、榊原由佳、山田容子
    • Organizer
      第6回 有機π電子系シンポジウム
    • Place of Presentation
      愛媛大学
    • Related Report
      2012 Research-status Report
  • [Presentation] [14]チアトリフィリン(2.1.1)の合成と反応性

    • Author(s)
      葛原大軌、榊原由佳、荒谷直樹、山田容子
    • Organizer
      2013年日本化学会第93春季年会
    • Place of Presentation
      立命館大学
    • Related Report
      2012 Research-status Report
  • [Remarks] 奈良先端科学技術大学院大学物質創成科学研究科有機光分子科学研究室 山田業績

    • URL

      http://mswebs.naist.jp/LABs/env_photo_greenmat/Yamada_Research_Group/Publications_Yamada.html

    • Related Report
      2013 Annual Research Report
  • [Remarks] 有機光分子科学研究室

    • URL

      http://mswebs.naist.jp/courses/guidance/24.html

    • Related Report
      2012 Research-status Report

URL: 

Published: 2013-05-31   Modified: 2019-07-29  

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