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

C-H Bond transformations for n-type semiconductors of functional fullerenes and fullerene segments(Fostering Joint International Research)

Research Project

Project/Area Number 15KK0180
Research Category

Fund for the Promotion of Joint International Research (Fostering Joint International Research)

Allocation TypeMulti-year Fund
Research Field Synthetic chemistry
Research InstitutionTohoku University

Principal Investigator

JIN Tienan  東北大学, 理学研究科, 准教授 (80431493)

Research Collaborator Bao Ming  大連理工大学, 精細化工国家重点実験室, 教授
Project Period (FY) 2016 – 2018
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥13,260,000 (Direct Cost: ¥10,200,000、Indirect Cost: ¥3,060,000)
Keywordsπ拡張縮環骨格 / 官能基化フラーレン / 一電子酸化反応 / C-H結合変換 / フラーレン部分骨格 / C-H結合活性化 / Pd触媒反応 / ベンゾトリスチアゾール / ジベンゾカルバゾール / S,N-ヘテロアセン / キノイド構造 / n型半導体 / π拡張半導体
Outline of Final Research Achievements

The selective monocyclization of Cationic Lithium Endohedral Fullerene with dibromide in the presence of manganese powder has been studied. The selective cyclotrimerization of 5-bromothiazole through sequential C-H bond functionalization has been developed in the presence of Pd(II) catalyst toward synthesis of novel star-shaped π-extended benzotristhiazoles. The biphenyl-tethered ortho-alkynylanilines undergo the tandem cyclization through Pd(II)-catalyzed C-N/ortho-C-H bond cleavage to give the corresponding dibenzo[a,c]carbazoles effectively. A novel FeCl3-mediated oxidative spirocyclization for construction of a new class of dispirolinked π-conjugated molecules, dispiro[fluorene-9,5'-indeno[2,1-a]indene-10',9''fluorene]s (DSFIIFs), has been developed. A highly efficient single electron oxidative spirocyclization and 1,2-aryl migration tandem synthetic method for the construction of extended polyaromatic hydrocarbons (PAHs) has been developed.

Academic Significance and Societal Importance of the Research Achievements

本研究は、新規フラーレンの官能基化およびフラーレン部分骨格の構築に関する基礎研究と物質応用研究との連係による相乗効果を発揮させ、研究活動の実績を積み上げるとともに、国際的な緊密な研究交流を通じて信頼関係を築くことと、日本の高い学術的国際性を世界に示すところに意義がある。また、共同研究交流を通して、高いレベルの論文の研究成果を産出し、日本と中国の将来を担う若手研究者の交流を促進し、相手国の人材養成や基礎研究の振興に貢献するところに社会的意義がある。

Report

(4 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Research-status Report
  • 2016 Research-status Report
  • Research Products

    (17 results)

All 2019 2018 2017 2016 2011 Other

All Int'l Joint Research (1 results) Journal Article (5 results) (of which Int'l Joint Research: 3 results,  Peer Reviewed: 5 results,  Open Access: 1 results) Presentation (10 results) (of which Int'l Joint Research: 3 results,  Invited: 1 results) Remarks (1 results)

  • [Int'l Joint Research] 大連理工大学(中国)2017

    • Related Report
      2018 Annual Research Report
  • [Journal Article] Pd-Catalyzed Consecutive C-H Arylation Triggered Cyclotrimerization: Synthesis of Star-shaped Benzotristhiazoles and Benzotrisoxazoles2018

    • Author(s)
      Zhanqiang Xu, Kazuaki Oniwa, Hiromasa Kikuchi, Ming Bao, Yoshinori Yamamoto, Tienan Jin,* Masahiro Terada
    • Journal Title

      Chem. Eur. J.

      Volume: 24 Issue: 36 Pages: 9041-9050

    • DOI

      10.1002/chem.201801849

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Pd-Catalyzed cascade cyclization of o-alkynylanilines via C-H/C-N bond cleavage leading to dibenzo[a,c]carbazoles2018

    • Author(s)
      Sheng Zhang, Hengmin Ma, Hon Eong Ho, Yoshinori Yamamoto, Ming Bao, Tienan Jin*
    • Journal Title

      Org. Biomol. Chem.

      Volume: 16 Issue: 29 Pages: 5236-5240

    • DOI

      10.1039/c8ob01386a

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Synthesis and Properties of Dicyanomethylene-endcapped Thienopyrrole-based Quinoidal S,N-Heteroacenes2017

    • Author(s)
      Hua Jiang, Kazuaki Oniwa, Zhanqiang Xu, Ming Bao, Yoshinori Yamamoto, Tienan Jin
    • Journal Title

      Bull. Chem. Soc. Jpn.

      Volume: 90 Issue: 7 Pages: 789-797

    • DOI

      10.1246/bcsj.20170083

    • NAID

      130005773705

    • Related Report
      2017 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Comparative Study of Single and Dual Gain-Narrowed Emission in Thiophene/Furan/Phenylene Co-Oligomer Single Crystals2017

    • Author(s)
      Hui Shang, Hidekazu Shimotani, Susumu Ikeda, Thangavel Kanagasekaran, Kazuaki Oniwa, Tienan Jin, Naoki Asao, Yoshinori Yamamoto, Hiroyuki Tamura, Kenta Abe, Miyuki Kanno, Masayuki Yoshizawa, Katsumi Tanigaki
    • Journal Title

      J. Phys. Chem. C

      Volume: 121 Pages: 2364-2368

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Osmium evidence for synchronicity between a rise in atmospheric oxygen and Palaeoproterozoic deglaciation2011

    • Author(s)
      Sekine, Y., Suzuki, K., Senda, R., Tajika, E., Tada, R., Goto, K., Yamamoto, S., Ohkouchi, N., and Ogawa, N.O
    • Journal Title

      Nature Communications 2

      Volume: 502 Issue: 1 Pages: 502-502

    • DOI

      10.1038/ncomms1507

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Open Access
  • [Presentation] Pd触媒を用いたオルトアルキニルアニリンのC-Nとperi-C-H結合切断を経るタンデム型環化反応2019

    • Author(s)
      鈴木 真,金 鉄男,寺田 眞浩
    • Organizer
      第99日本化学年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Oxidative Ring Expansion Reaction for Synthesis of 7-Membered Ring-fused π-Conjugated Polycycles2019

    • Author(s)
      Sheng Zhang, Tienan Jin, Masahiro Terada
    • Organizer
      第99日本化学年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Pd-Catalyzed Dual C-H Activation of Bis-biaryl Alkynes and Biaryl Alkynes2018

    • Author(s)
      Tienan Jin, Yoshinori Yamamoto, Masahiro Terada
    • Organizer
      The Fourth International Symposium on C-H Activation (ISCHA-4)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] フルオレニリデンの一電子酸化反応を用いたπ拡張縮環化合物の合成2018

    • Author(s)
      金鉄男,山本嘉則
    • Organizer
      第29回基礎有機化学討論会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Pd-Catalyzed Homo-benzannulation of 4-Bromothiazoles for Synthesis of Benzotristhiazoles2017

    • Author(s)
      Zhanqiang Xu, Yoshinori Yamamoto, Tienan Jin
    • Organizer
      日本化学会第97春季年会(2017)
    • Place of Presentation
      慶應義塾大学 日吉キャンパス
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] FeCl3-Mediated Oxidative Spirocyclization of Difluorenylidene Diarylethanes Leading to Dispiro[fluorene-9,5'-indeno[2,1-a]indene-10',9''-fluorene]s2017

    • Author(s)
      Tienan Jin, Jian Zhao, Zhanqiang Xu, Yoshinori Yamamoto
    • Organizer
      the 19th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Pd-Catalyzed Homo-cyclotrimerization of 4-Bromothiazoles for Synthesis of Benzotristhiazoles2017

    • Author(s)
      Zhanqiang Xu, Tienan Jin, Masahiro Terada
    • Organizer
      第64回有機金属化学討論会
    • Related Report
      2017 Research-status Report
  • [Presentation] N-Methyl Transfer Induced Copper-Mediated Oxidative Diamination of Alkynes2016

    • Author(s)
      Tienan Jin, Hon Eong Ho, Kazuaki Oniwa, Yoshinori Yamamoto
    • Organizer
      第63回有機金属化学討論会
    • Place of Presentation
      早稲田大学西早稲田キャンパス
    • Year and Date
      2016-09-14
    • Related Report
      2016 Research-status Report
  • [Presentation] 新規C-H結合直接変換反応を用いた縮合多環式π共役骨格の構築2016

    • Author(s)
      金鉄男
    • Organizer
      化学系学協会東北大会
    • Place of Presentation
      いわき明星大学
    • Year and Date
      2016-09-10
    • Related Report
      2016 Research-status Report
    • Invited
  • [Presentation] Oxidative aromatization of 9-([1,1'-biphenyl]-2-ylmethylene)-9H-fluorenes via spirocyclization and 1,2-aryl migration cascade for synthesis of polyaromatic hydrocarbons2016

    • Author(s)
      Tienan Jin, Xuan Zhang, Zhanqiang Xu, Yoshinori Yamamoto
    • Organizer
      20th International Symposium on Homogeneous Catalysis (ISHCXX)
    • Place of Presentation
      Kyoto
    • Year and Date
      2016-07-10
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Remarks] 東北大学理学研究科化学専攻反応有機化学研究室

    • URL

      http://www.orgreact.sakura.ne.jp/index.html

    • Related Report
      2018 Annual Research Report

URL: 

Published: 2016-10-04   Modified: 2020-03-30  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi