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2012 Fiscal Year Final Research Report

Creation of Multi-dimensionally Extended Hetero-π Conjugate Molecules

Research Project

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Project/Area Number 21350025
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionGakushuin University (2010-2012)
The University of Tokyo (2009)

Principal Investigator

KAWASHIMA Takayuki  学習院大学, 理学部, 教授 (80011766)

Co-Investigator(Kenkyū-buntansha) MOCHIDA Kunio  学習院大学, 理学部, 教授 (20118722)
KANO Naokazu  東京大学, 大学院・理学系研究科, 准教授 (00302810)
KOBAYASHI Junji  国際基督教大学, 教養学部, 准教授 (90334242)
AGOU Tomohiro  京都大学, 化学研究所, 助教 (90466798)
Project Period (FY) 2009 – 2012
Keywords合成化学 / 光物性 / 複合材料・物性 / 典型元素化学 / ヘテロ-π共役分子
Research Abstract

Triheterasumanenes, which are heteroatom analogues of bowl-shaped sumanene, containing heteroatoms such as Si, Sn, and P atoms were synthesized as disc-shaped hetero π -conjugate molecules. As starburst-type hetero π -conjugate molecules, oligo(phenylenevinylene)- substituted spirobiheterafluorenes bearing Si or P at the molecular centers were synthesized. These multi-dimensionally extended hetero π -conjugate molecules were found to show interesting properties such as intense blue-light emission and two-photon absorption.

  • Research Products

    (36 results)

All 2013 2012 2011 2010 2009 Other

All Journal Article (18 results) (of which Peer Reviewed: 18 results) Presentation (15 results) Book (2 results) Remarks (1 results)

  • [Journal Article] Different Coordination Modes of 2-(Diphenylphosphino)azobenzenes in Complexation with Hard and Soft Metals2012

    • Author(s)
      N. Kano, M. Yamamura, X. Meng, T. Yasuzuka, and T. Kawashima
    • Journal Title

      Dalton Trans

      Volume: 41 Pages: 11491-11496

    • DOI

      DOI:10.1039/C2DT31494K

    • Peer Reviewed
  • [Journal Article] Coordination of a Chiral Tin(II) Cation Bearing a Bis(oxazoline) Ligand with Tetrahydrofuran Derivatives2012

    • Author(s)
      H. Arii, M. Matsuo, F. Nakadate, K. Mochida, and T. Kawashima
    • Journal Title

      Dalton Trans

      Volume: 41 Pages: 11195-11200

    • DOI

      DOI:10.1039/C2DT31187A

    • Peer Reviewed
  • [Journal Article] Control of Reactivity of Phosphine Imides by Intramolecular Coordination with an Organoboryl Group2012

    • Author(s)
      N. Kano, K. Yanaizumi, X. Meng, and T. Kawashima
    • Journal Title

      Heteroat. Chem

      Volume: 23 Pages: 429-434

    • DOI

      DOI:10.1002/hc.21033

    • Peer Reviewed
  • [Journal Article] Low-Coordinated Germanium(II) Centers Within Distorted Axially Chiral Seven-Membered Chelates: Setero- and Enantioselective Cycloadditions2012

    • Author(s)
      H. Arii, T. Amari, J. Kobayashi, K. Mochida, and T. Kawashima
    • Journal Title

      Angew. Chem. Int. Ed

      Volume: 51 Pages: 6738-6741

    • DOI

      DOI:10.1002/anie.201201566

    • Peer Reviewed
  • [Journal Article] 2,2'-Diborylazobenzenes with Double N-B Coordination: Control of Fluorescent Properties by Substituents and Redox Reactions2012

    • Author(s)
      N. Kano, A. Furuta, T. Kambe, J. Yoshino, Y. Shibata, T. Kawashima, N. Mizorogi, and S. Nagase
    • Journal Title

      Eur. J. Inorg. Chem

      Pages: 1584-1587

    • DOI

      DOI:10.1002/ejic.201200069

    • Peer Reviewed
  • [Journal Article] Control of the Equilibrium between 2-Phosphinoazobenzenes and Inner Phosphonium Salts by Heat, Solvent, Acid, and Photoirradiation2012

    • Author(s)
      M. Yamamura, N. Kano, and T. Kawashima
    • Journal Title

      Bull. Chem. Soc. Jpn

      Volume: 85 Pages: 110-123

    • DOI

      DOI:10.1246/bcsj.20110259

    • Peer Reviewed
  • [Journal Article] Synthesis and Properties of Water-soluble Fluorescent 2-Borylazobenzenes Bearing Ionic Functional Groups2012

    • Author(s)
      H. Itoi, T. Kambe, N. Kano, and T. Kawashima
    • Journal Title

      Inorg. Chim. Acta

      Volume: 381 Pages: 117-123

    • DOI

      DOI:10.1016/j.ica.2011.07.053

    • Peer Reviewed
  • [Journal Article] Enantiomeric Germanium(II) Cations Functionalized by Bis(oxazoline) Derivatives Coordinative to a Lewis Base2011

    • Author(s)
      H. Arii, F. Nakadate, K. Mochida, and T. Kawashima
    • Journal Title

      Organometallics

      Volume: 30 Pages: 4471-4474

    • DOI

      DOI:10.1021/om200149a

    • Peer Reviewed
  • [Journal Article] Formation of a Cyclic Bis(iminophos phorane) from a 2,2'-Bis(phosphino)-azobenzene via N=N Bond Cleavage2011

    • Author(s)
      M. Yamamura, N. Kano, and T. Kawashima
    • Journal Title

      Heteroat. Chem

      Volume: 22 Pages: 301-306

    • DOI

      DOI:10.1002/hc.20680

    • Peer Reviewed
  • [Journal Article] Synthesis, Optical Properties, and Theoretical Investigation of Silafluorenes and Spirobisilafluorenes Bearing Electron-Donating Aminostyryl Arms around a Silafluorene Core2010

    • Author(s)
      T. Agou, Md. Delwar Hossain, and T. Kawashima
    • Journal Title

      Chem. Eur. J

      Volume: 16 Pages: 368-375

    • DOI

      DOI:10.1002/chem.200901481

    • Peer Reviewed
  • [Journal Article] Synthesis, Structure, and Properties of a Dinaphthoazaborine2010

    • Author(s)
      T. Agou, H. Arai, and T. Kawashima
    • Journal Title

      Chem. Lett

      Volume: 39 Pages: 612-613

    • DOI

      DOI: 10.1246/cl.2010.612

    • Peer Reviewed
  • [Journal Article] Application of the Sila-Friedel-Crafts Reaction to the Synthesis of η-Extended Silole Derivatives and Their Properties2010

    • Author(s)
      S. Furukawa, J. Kobayashi, and T. Kawashima
    • Journal Title

      Dalton Trans

      Volume: 39 Pages: 9329-9336

    • DOI

      DOI:10.1039/C0DT00136H

    • Peer Reviewed
  • [Journal Article] Stepwise Synthesis and Properties of a 9,10-Dihydro-9,10-diboraanthracene2010

    • Author(s)
      T. Agou, M. Sekine, and T. Kawashima
    • Journal Title

      Tetrahedron Lett

      Volume: 51 Pages: 5013-5015

    • DOI

      DOI:10.1016/j.tetlet.2010.07.068

    • Peer Reviewed
  • [Journal Article] Control of the Fluorescent Properties of a Divalent Tin-Dipyromethene2009

    • Author(s)
      J. Kobayashi, T. Kushida, and T. Kawashima
    • Journal Title

      J. Am. Chem. Soc

      Volume: 131 Pages: 10836-10837

    • DOI

      DOI:10.1021/ja904470m

    • Peer Reviewed
  • [Journal Article] Fluorescence Properties of Simple N-Substituted Aldimines with a B-N Interaction and Their Fluorescence Quenching by a Cyanide Ion2009

    • Author(s)
      J. Yoshino, N. Kano, and T. Kawashima
    • Journal Title

      J. Org. Chem

      Volume: 74 Pages: 7496-7503

    • DOI

      DOI:10.1021/jo901769c

    • Peer Reviewed
  • [Journal Article] Development of a Sila-Friedel-Crafts Reaction and Its Application to the Synthesis of Dibenzosilole Derivatives2009

    • Author(s)
      S. Furukawa, J. Kobayashi, and T. Kawashima
    • Journal Title

      J. Am. Chem. Soc

      Volume: 131 Pages: 14192-14193

    • DOI

      DOI:10.1021/ja906566r

    • Peer Reviewed
  • [Journal Article] Two-photon Absorption Properties of Heterafluorenes and Spirobiheterafluorenes Bearing Aminostyryl Arms2009

    • Author(s)
      T. Agou, Md. Delwar Hossain, T. Kawashima, K. Kamata, and K. Ohta
    • Journal Title

      Chem. Commun

      Pages: 6762-6764

    • DOI

      DOI:10.1039/B912745C

    • Peer Reviewed
  • [Journal Article] Synthesis of η-Conjugated Dendrimers Based on Azaborines2009

    • Author(s)
      T. Agou, T. Kojima, J. Kobayashi, and T. Kawashima
    • Journal Title

      Org. Lett

      Volume: 11 Pages: 3534-3537

    • DOI

      DOI:10.1021/ol901035d

    • Peer Reviewed
  • [Presentation] Synthesis and Optical Properties of Heavier Group 14 Element Analogues of Sumanene2012

    • Author(s)
      J. Kobayashi, S. Furukawa, M. Shirokawa, and T. Kawashima
    • Organizer
      The 4th Asian Silicon Symposium (ASiS-4)
    • Place of Presentation
      つくば
    • Year and Date
      2012-10-22
  • [Presentation] Umpolung of a Hydrogen Atom of Water Utilizing Hexacoordinated Dihydrophosphates2012

    • Author(s)
      T. Kawashima
    • Organizer
      2012 Zhengzhou Chemistry Workshop (VI)
    • Place of Presentation
      Zhengzhou, China
    • Year and Date
      2012-09-17
  • [Presentation] Synthesis, Structures, and Reactions of tert-Butyliminodiphenyl-(2-silylphenyl)phosphoranes2012

    • Author(s)
      T. Kawashima, K. Yanaizumi, X. Meng, and N. Kano
    • Organizer
      The 19th International Conference on Phosphorus Chemistry (ICPC-2012)
    • Place of Presentation
      Rotterdam, The Netherlands
    • Year and Date
      2012-07-12
  • [Presentation] Formation and Electrondonating Ability of a Cyclic Amino(Sulfur Ylide)Carbene2012

    • Author(s)
      T. Kawashima, S.-y. Nakafuji, A. Yatabe, and J. Kobayashi
    • Organizer
      The 25th International Symposium on the Organic Chemistry of Sulfur (ISOCS-25)
    • Place of Presentation
      Czestochowa, Poland
    • Year and Date
      2012-06-26
  • [Presentation] Synthesis and Optical Properties of Water-soluble Fluorescent Azobenzenes2012

    • Author(s)
      N. Kano, H. Itoi, T. Kambe, and T. Kawashima
    • Organizer
      The 10th International Conference on Heteroatom Chemistry (ICHAC-10)
    • Place of Presentation
      京都
    • Year and Date
      2012-05-22
  • [Presentation] Heteroatom Chemistry in Asia; Past, Present and Future2012

    • Author(s)
      T. Kawashima
    • Organizer
      The 10th International Conference on Heteroatom Chemistry (ICHAC-10)
    • Place of Presentation
      京都
    • Year and Date
      2012-05-22
  • [Presentation] Stereoselective Cycloaddition of a 7-Membered Germylene with a Diaminobiphenyl Backbone2012

    • Author(s)
      H. Arii, T. Amari, T. Kawashima, and K. Mochida
    • Organizer
      The 10th International Conference on Heteroatom Chemistry (ICHAC-10)
    • Place of Presentation
      京都
    • Year and Date
      2012-05-21
  • [Presentation] Chemistry of Highly Coordinated Silicon Compounds2012

    • Author(s)
      T. Kawashima
    • Organizer
      The First Annual Meeting of the Korean Silicon Society
    • Place of Presentation
      Seoul, Korea
    • Year and Date
      2012-02-23
  • [Presentation] Umpolung of a Hydrogen Atom of Water Utilizing Hexacoordinated Dihydrophosphates and Its Application to One-pot Deuteride Reduction of Carbonyl Compounds2011

    • Author(s)
      T. Kawashima
    • Organizer
      International Congress on Organic Chemistry dedicated to the 150th Anniversary of the Butlerov's Theory of Chemical Structure of Organic Compounds
    • Place of Presentation
      Kazan, Russia
    • Year and Date
      2011-09-20
  • [Presentation] Synthesis and Structures of Anionic Iron Complexes Bearing a Pentacoordinated Silicon and Germanium Atom2011

    • Author(s)
      N. Kano, N. Yoshinari, T. Kawashima, M. Enomoto, A. Okazawa, N. Kojima, J.-D. Guo, and S. Nagase
    • Organizer
      16th International Symposium on Silicon Chemistry (ISOS-XVI)
    • Place of Presentation
      Hamilton, Canada
    • Year and Date
      2011-08-16
  • [Presentation] Creation of Functional Molecules Utilizing Characteristics of Boron2010

    • Author(s)
      T. Kawashima
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010)
    • Place of Presentation
      Hawaii, USA
    • Year and Date
      2010-12-15
  • [Presentation] ホウ素の特性を活用した機能性典型元素化合物の創製2010

    • Author(s)
      川島隆幸
    • Organizer
      第7回有機元素化学セミナー
    • Place of Presentation
      京都
    • Year and Date
      2010-11-01
  • [Presentation] Development of a Sila-Friedel-Crafts Reaction and Its Application to the Synthesis of Dibenzosilole Derivatives2010

    • Author(s)
      T. Kawashima
    • Organizer
      The 3rd Asian Silicon Symposium (ASiS-3)
    • Place of Presentation
      Hangzhou, China
    • Year and Date
      2010-10-18
  • [Presentation] Chemistry of Fourmembered Ring Compounds Containing a Hypervalent Sulfur Atom and a Heteroatom at the Neighbor Positions2010

    • Author(s)
      T. Kawashima
    • Organizer
      The 24th International Symposium on the Organic Chemistry of Sulfur (ISOCS-24)
    • Place of Presentation
      Florence, Italy
    • Year and Date
      2010-07-28
  • [Presentation] ホウ素の特性を活用した機能性分子の創製2009

    • Author(s)
      川島隆幸
    • Organizer
      第20回基礎有機化学討論会
    • Place of Presentation
      桐生
    • Year and Date
      2009-09-29
  • [Book] 高次π空間の創発と機能開発2013

    • Author(s)
      小林潤司
    • Total Pages
      245
    • Publisher
      シーエムシー出版
  • [Book] ヘテロ元素の特性を活かした新機能材料2010

    • Author(s)
      狩野直和,川島隆幸
    • Publisher
      シーエムシー出版
  • [Remarks]

    • URL

      http://www.chem.s.u-tokyo.ac.jp/users/hetero/index.html

URL: 

Published: 2014-08-29  

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