• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Creation of Phosphindolizine Derivatives

Research Project

Project/Area Number 18K05090
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Review Section Basic Section 33010:Structural organic chemistry and physical organic chemistry-related
Research InstitutionOsaka Prefecture University

Principal Investigator

Tsurusaki Akihiro  大阪府立大学, 理学(系)研究科(研究院), 准教授 (40623848)

Project Period (FY) 2018-04-01 – 2022-03-31
Project Status Completed (Fiscal Year 2021)
Budget Amount *help
¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2020: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2019: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2018: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywordsホスフィンドリジン / 三次元π共役化合物 / リン / 閉環メタセシス反応 / 反転挙動 / ホスファフェナレン / 閉環メタセシス / ナフタレン / 発光 / 芳香族 / 有機合成化学 / 三次元パイ共役化合物
Outline of Final Research Achievements

Phosphindolizine is a bicyclic compound composed of one five-membered ring and one six-membered ring with an embedded phosphorus atom at the bridgehead position. Although phosphindolizine is a simple molecule, its derivatives have not been elucidated so far, even for the substituted and/or pi-extended molecules. In this work, we succeeded in the synthesis of dibenzo[b,e]phosphindolizines by the ring-closing metathesis of the corresponding benzo[b]phosphole derivatives with two olefin tethers and elucidated their structures, properties, and the pyramidal inversion of the phosphorus atom. Furthermore, we also synthesized the structural isomer with different fusion and naphthalene-fused phosphindolizine derivatives.

Academic Significance and Societal Importance of the Research Achievements

含リンπ共役化合物に関する研究は精力的に行われているものの、リン原子の置換位置がπ共役骨格の外周部であるものが大半であり、縮環内部にリン原子を有するπ共役化合物の開発は十分に行われていなかった。本研究では、未開拓であった含リンπ共役化合物の一つである「ホスフィンドリジン」の合成手法を確立するとともに、構造と性質の解明を行った。本研究で得られた知見は、機能性材料における新たな構成要素となりうるものと期待される。

Report

(5 results)
  • 2021 Annual Research Report   Final Research Report ( PDF )
  • 2020 Research-status Report
  • 2019 Research-status Report
  • 2018 Research-status Report
  • Research Products

    (24 results)

All 2022 2021 2020 2019 2018 Other

All Journal Article (9 results) (of which Peer Reviewed: 9 results,  Open Access: 1 results) Presentation (13 results) (of which Int'l Joint Research: 1 results,  Invited: 1 results) Remarks (2 results)

  • [Journal Article] Palladium(II) Complexes of Bis(diphosphene) with Different Coordination Behaviors2022

    • Author(s)
      Rikako Ura, Akihiro Tsurusaki, Ken Kamikawa
    • Journal Title

      Dalton Transactions

      Volume: 51 Issue: 7 Pages: 2943-2952

    • DOI

      10.1039/d1dt03806k

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Transformation from triple helicene to double helicene embedding adjacent stereogenic carbon atoms and axial stereogenicity2021

    • Author(s)
      Ayaka Yubuta, Akihiro Tsurusaki, Ken Kamikawa
    • Journal Title

      Chemical Communications

      Volume: 57 Issue: 54 Pages: 6600-6603

    • DOI

      10.1039/d1cc02393d

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Multiple Helicenes Featuring on the Synthetic Approaches and Molecular Structures2021

    • Author(s)
      Akihiro Tsurusaki, Ken Kamikawa
    • Journal Title

      Chemistry Letters

      Volume: 50 Issue: 11 Pages: 1913-1932

    • DOI

      10.1246/cl.210409

    • NAID

      130008113714

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Gold(I)-Catalyzed Intramolecular Hydroarylation of o-Ethynylarylphosphonium Salt Leading to the Formation of Seven- and Six-membered Phosphacycles2021

    • Author(s)
      Akihiro Tsurusaki, Hiroki Shimatani, Ken Kamikawa
    • Journal Title

      Asian Journal of Organic Chemistry

      Volume: 10 Issue: 1 Pages: 154-159

    • DOI

      10.1002/ajoc.202000669

    • Related Report
      2020 Research-status Report
    • Peer Reviewed
  • [Journal Article] Metal-metal multiple bond formation induced by σ-acceptor Lewis acid ligands2021

    • Author(s)
      Shin Takemoto, Kaname Yoshii, Takahiro Yamano, Akihiro Tsurusaki, Hiroyuki Matsuzaka
    • Journal Title

      Chemical Communications

      Volume: 57 Issue: 7 Pages: 923-926

    • DOI

      10.1039/d0cc07278h

    • Related Report
      2020 Research-status Report
    • Peer Reviewed
  • [Journal Article] Enantioselective Synthesis of Triple Helicenes by Cross-Cyclotrimerization of a Helicenyl Aryne and Alkynes via Dynamic Kinetic Resolution2020

    • Author(s)
      Ayaka Yubuta, Tomoka Hosokawa, Masayuki Gon, Kazuo Tanaka, Yoshiki Chujo, Akihiro Tsurusaki, Ken Kamikawa
    • Journal Title

      Journal of the American Chemical Society

      Volume: 142 Issue: 22 Pages: 10025-10033

    • DOI

      10.1021/jacs.0c01723

    • Related Report
      2020 Research-status Report
    • Peer Reviewed
  • [Journal Article] Synthesis, Structure, and Complexation of an S-Shaped Double Azahelicene with Inner-Edge Nitrogen Atoms2020

    • Author(s)
      Takahiro Kawashima, Yuki Matsumoto, Takuma Sato, Yoichi M. A. Yamada, Choji Kono, Akihiro Tsurusaki, Ken Kamikawa
    • Journal Title

      Chemistry A European Journal

      Volume: 26 Issue: 58 Pages: 13170-13176

    • DOI

      10.1002/chem.202002405

    • Related Report
      2020 Research-status Report
    • Peer Reviewed
  • [Journal Article] Gold(I) Complex with 1,1’-Binaphthyl-Substituted Diphosphene: Synthesis, Structure, and Catalytic Application to Intramolecular Hydroarylation Reaction2020

    • Author(s)
      Akihiro Tsurusaki, Rikako Ura, Ken Kamikawa
    • Journal Title

      Organometallics

      Volume: 39 Issue: 1 Pages: 87-92

    • DOI

      10.1021/acs.organomet.9b00665

    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Dibenzo[b,e]phosphindolizines Synthesized by Ring-Closing Metathesis of Benzo[b]phospholes with Two Vinyl Tethers2019

    • Author(s)
      Tsurusaki Akihiro、Matsumoto Hiroyo、Kamikawa Ken
    • Journal Title

      Chemical Communications

      Volume: 55 Issue: 34 Pages: 4909-4912

    • DOI

      10.1039/c9cc00463g

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Presentation] 金(I)触媒を用いた分子内ヒドロアリール化反応による環状リン化合物の合成2022

    • Author(s)
      岸本 真理衣、浦 里華子、津留崎 陽大、神川 憲
    • Organizer
      日本化学会第102春季年会(2022)
    • Related Report
      2021 Annual Research Report
  • [Presentation] 大環状オキサ[5]ヘリセンの合成研究2022

    • Author(s)
      早川 陽菜・津留崎 陽大・神川 憲
    • Organizer
      日本化学会第102春季年会(2022)
    • Related Report
      2021 Annual Research Report
  • [Presentation] Modulation of electronic states in two-dimensional semiconductors by bowl-shaped molecules2021

    • Author(s)
      Shotaro Yotsuya, Akito Fukui, Akihiro Tsurusaki, Takeshi Yoshimura, Norifumi Fujimura, Daisuke Kiriya
    • Organizer
      第61回フラーレン・ナノチューブ・グラフェン総合シンポジウム
    • Related Report
      2021 Annual Research Report
  • [Presentation] ナフタレン縮環ホスフィンドリジン誘導体の合成と性質2020

    • Author(s)
      田原 紗奈・松本 啓世・津留崎 陽大・神川 憲
    • Organizer
      日本化学会第100春季年会(2020)
    • Related Report
      2019 Research-status Report
  • [Presentation] ジベンゾ[b,g]ホスフィンドリジン-P-オキシドの合成、構造、性質2019

    • Author(s)
      田原 紗奈・津留崎 陽大・神川 憲
    • Organizer
      第39回有機合成若手セミナー
    • Related Report
      2019 Research-status Report
  • [Presentation] 金(I)触媒の分子内ヒドロアリール化反応を活用したジアリールホスフェピン誘導体の合成2019

    • Author(s)
      嶋谷 洋輝・津留崎 陽大・神川 憲
    • Organizer
      第124回触媒討論会
    • Related Report
      2019 Research-status Report
  • [Presentation] π共役拡張ホスフィンドリジン誘導体の合成・構造・性質2019

    • Author(s)
      田原 紗奈・松本 啓世・津留崎 陽大・神川 憲
    • Organizer
      第30回基礎有機化学討論会
    • Related Report
      2019 Research-status Report
  • [Presentation] リン原子を活用した新しい機能性分子の開発2019

    • Author(s)
      津留崎 陽大
    • Organizer
      グローバル若手研究者フロンティア研究拠点シンポジウム
    • Related Report
      2019 Research-status Report
    • Invited
  • [Presentation] 縮環ホスフィンドリジン誘導体の合成2019

    • Author(s)
      松本 啓世・津留崎 陽大・神川 憲
    • Organizer
      日本化学会第99春季年会(2019)
    • Related Report
      2018 Research-status Report
  • [Presentation] ジベンゾ[b,g]ホスフィンドリジン-P-オキシドの合成と性質2019

    • Author(s)
      田原 紗奈・津留崎 陽大・神川 憲
    • Organizer
      日本化学会第99春季年会(2019)
    • Related Report
      2018 Research-status Report
  • [Presentation] Synthesis of Dibenzo[b,e]phosphindolizine-4-chalcogenides2018

    • Author(s)
      Hiroyo Matsumoto, Akihiro Tsurusaki, Ken Kamikawa
    • Organizer
      The 4th Joint Symposium of NTUT, NTNU, and OPU on Chemistry, National Taiwan Normal University
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Presentation] ジベンゾ[b,e]ホスフィンドリジン誘導体の合成と性質2018

    • Author(s)
      松本 啓世・津留崎 陽大・神川 憲
    • Organizer
      第29回基礎有機化学討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] ジベンゾホスフィンドリジン誘導体の合成・構造・性質2018

    • Author(s)
      津留崎 陽大・松本 啓世・神川 憲
    • Organizer
      第45回有機典型元素化学討論会
    • Related Report
      2018 Research-status Report
  • [Remarks] 研究室ホームページ

    • URL

      http://www.c.s.osakafu-u.ac.jp/~kamikawa/research.html

    • Related Report
      2021 Annual Research Report
  • [Remarks] 大阪府立大学大学院理学系研究科神川研究室ホームページ

    • URL

      http://www.c.s.osakafu-u.ac.jp/~kamikawa/index.html

    • Related Report
      2019 Research-status Report

URL: 

Published: 2018-04-23   Modified: 2023-01-30  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi