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2012 Fiscal Year Final Research Report

Development and functionalization of Mobius aromaticity

Research Project

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Project/Area Number 22245006
Research Category

Grant-in-Aid for Scientific Research (A)

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

Principal Investigator

OSUKA Atsuhiro  京都大学, 大学院・理学研究科, 教授 (80127886)

Project Period (FY) 2010 – 2012
Keywordsポルフィリン / 環拡張ポルフィリン / メビウス芳香族性 / メビウス反芳香族性
Research Abstract

In order to reveal fundamental insights about Mobius aromatic molecules, we’ve achieved 1) the syntheses of Mobius antiaromatic molecules 2) developments of new synthetic methods, and 3) peripheral functionalizations of Mobius molecules. In addition, we have developed typical element complexes, novel metal complexes, and stable antiaromatic molecules with intriguing physical properties.

  • Research Products

    (25 results)

All 2013 2012 2011 2010 Other

All Journal Article (18 results) (of which Peer Reviewed: 18 results) Presentation (6 results) Remarks (1 results)

  • [Journal Article] 2,3,17,18-Tetraethylsulfanyl [30]hexaphyrin(1.1.1.1.1.1) as the first aromatic isophlorin-type free-base2013

    • Author(s)
      Higashino, T.; Osuka, A.
    • Journal Title

      Chem. Sci

      Volume: 4 Pages: 1087-1091

    • DOI

      DOI:10.1039/C2SC21791K

    • Peer Reviewed
  • [Journal Article] A Moebius Antiaromatic Complex as a Kinetically Controlled Product in Phosphorus Insertion to a [32]Heptaphyrin2012

    • Author(s)
      Higashino, T. ; Lee, B. S. ; Lim, J. M. ; Kim, D. ; Osuka, A.
    • Journal Title

      Angew. Chem. Int. Ed

      Volume: 51 Pages: 13105-13108

    • DOI

      DOI:10.1002/anie.201208147

    • Peer Reviewed
  • [Journal Article] Antiaromatic Hexaphyrins and Octaphyrins Stabilized by the Hydrogen-Bonding Interactions of meso-Imidazolyl Groups2012

    • Author(s)
      Mori, H. ; Sung, Y. M. ; Lee, B. S. ; Kim, D. ; Osuka, A.
    • Journal Title

      Angew. Chem. Int. Ed

      Volume: 51 Pages: 12459-12463

    • DOI

      DOI:10.1002/anie.201207212

    • Peer Reviewed
  • [Journal Article] Hexaphyrin Fused to Two Anthracenes2012

    • Author(s)
      Naoda, K. ; Mori, H. ; Aratani, N. ; Lee, B. S. ; Kim, D. Osuka, A.
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 51 Pages: 9856-9859

    • Peer Reviewed
  • [Journal Article] Phosphorus complexes of a triply-fused [24]pentaphyrin2012

    • Author(s)
      Higashino, T.; Osuka, A.
    • Journal Title

      Chem. Sci.

      Volume: 3 Pages: 103-107

    • DOI

      DOI:10.1002/anie.201204446

    • Peer Reviewed
  • [Journal Article] Oxocyclohexadienylidene-Substituted Subporphyrins2011

    • Author(s)
      Hayashi, S.; Sung, J.; Sung, Y.; Sung, Y. M.; Inokuma, Y.; Kim, D.; Osuka, A.
    • Journal Title

      Angew. Chem. Int. Ed

      Volume: 50 Pages: 3253-3256

    • DOI

      DOI:10.1002/anie.201006449

    • Peer Reviewed
  • [Journal Article] Synthesis and Properties of Boron(III)-Coordinated Subbacteriochlorins2011

    • Author(s)
      Hayashi, S.; Tsurumaki, E.; Inokuma, Y.; Kim, P.; Sung, Y. M.; Kim, D.; Osuka, A.
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 133 Pages: 4254-4256

    • DOI

      DOI:10.1021/ja200669a

    • Peer Reviewed
  • [Journal Article] Moebius Aromatic [28]Hexaphyrin Phosphonium Adducts2011

    • Author(s)
      Inoue, M.; Yoneda, T.; Youfu, K.; Aratani, N.; Osuka, A., Chem. Eur. J
    • Journal Title

      Chem. Eur. J.

      Volume: 17 Pages: 9028-9031

    • DOI

      DOI:10.1002/chem.201100757

    • Peer Reviewed
  • [Journal Article] Neutral Radical and Singlet Biradical Forms of Meso-Free, -Keto, and -Diketo Hexaphyrins(1.1.1.1.1.1): Effects on Aromaticity and Photophysical Properties2011

    • Author(s)
      Ishida, M.; Shin, J.-Y.; Lim, J.M.; Lee,B.S.; Yoon,M.-C.; Koide,T,; Sessler, J.; Osuka, A.
    • Journal Title

      Kim,D, J. Am. Chem. Soc.

      Volume: 133 Pages: 15533-15544

    • DOI

      DOI:10.1021/ja204626t

    • Peer Reviewed
  • [Journal Article] A Moebius Aromatic Pd(II) Complex of [28]Hexaphyrin(2.1.1.0.1.1)2011

    • Author(s)
      Moriya, K.; Yoneda, T.; Saito, S.; Osuka, A.
    • Journal Title

      Chem.Lett.

      Pages: 455-457

    • DOI

      DOI:http://dx.doi.org/10.1246/cl.2011.455

    • Peer Reviewed
  • [Journal Article] Palladium(II)-Triggered Rearrangement of Heptaphyrins to N-Confused Porphyrins2011

    • Author(s)
      Yoneda, T.; Saito, S.; Yorimitsu, H.; Osuka, A.
    • Journal Title

      Angew.Chem. Int. Ed

      Pages: 3475-3478

    • DOI

      DOI:10.1002/anie.201100243

    • Peer Reviewed
  • [Journal Article] A Porphyrin Nanobarrel That Encapsulates C602010

    • Author(s)
      Song, J.; Aratani, N.; Shinokubo, H.; Osuka, A.
    • Journal Title

      J. Am. Chem. Soc.

      Pages: 16356-16357

    • DOI

      DOI:10.1021/ja107814s

    • Peer Reviewed
  • [Journal Article] A Stable Organic Radical Delocalized on Highly Twisted π System Formed Upon Palladium Metalation of A Moebius Aromatic Hexaphyrin2010

    • Author(s)
      Rath, H.; Tokuji, S.; Aratani, N.; Furukawa, K.; Lim, J. M.; Kim, D.; Shinokubo, H.; Osuka, A.
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 49 Pages: 1489-1491

    • DOI

      DOI:10.1002/anie.200906017

    • Peer Reviewed
  • [Journal Article] A Stable Non-Kekul Singlet Biradicaloid from meso-Free 5,10,20,25-Tetrakis(Pentafluorophenyl)-Substituted [26]Hexaphyrin(1.1.1.1.1.1)2010

    • Author(s)
      Koide, T.; Furukawa, K.; Shinokubo, H.; Shin, J.-Y.; Kim, K. S.; Kim, D.; Osuka, A.
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 132 Pages: 7246-7247

    • DOI

      DOI:10.1021/ja101040s

    • Peer Reviewed
  • [Journal Article] Moebius Antiaromatic Bisphosphorus Complexes of [30]Hexaphyrins2010

    • Author(s)
      Higashino, T.; Lim, J. M.; Miura, T.; Saito, S.; Shin, J.-Y.; Kim, D.; Osuka, A.
    • Journal Title

      Angew. Chem. Int. Ed

      Volume: 49 Pages: 4950-4954

    • DOI

      DOI:10.1002/anie.201001765

    • Peer Reviewed
  • [Journal Article] Metal Complexes of Chiral Moebius Aromatic [28]Hexaphyrin(1.1.1.1.1.1): Enantiomeric Separation, Absolute Stereochemistry, and Asymmetric Synthesis2010

    • Author(s)
      Tanaka, T.; Sugita, T.; Tokuji, S.; Saito, S.; Osuka, A.
    • Journal Title

      Angew. Chem. Int. Ed.

      Pages: 6619-6621

    • DOI

      DOI:10.1002/anie.201002282

    • Peer Reviewed
  • [Journal Article] Redox-Induced Palladium Migrations that Allow Reversible Topological Changes between Palladium(II) Complexes of Moebius Aromatic [28]Hexaphyrin and Huckel Aromatic [26]Hexaphyrin2010

    • Author(s)
      Inoue, M.; Osuka, A.
    • Journal Title

      Angew.Chem.Int.Ed.

      Pages: 9488-9491

    • DOI

      DOI:10.1002/anie.201005334

    • Peer Reviewed
  • [Journal Article] Protonated [4n]π and [4n+2]πOctaphyrins Choose Their Moebius/Hueckel Aromatic Topology2010

    • Author(s)
      Lim, J. M.; Shin, J.-Y.; Tanaka, Y.; Saito, S.; Osuka, A.; Kim, D.
    • Journal Title

      J. Am. Chem. Soc

      Volume: 132 Pages: 3105-3114

    • DOI

      DOI:10.1021/ja909744z

    • Peer Reviewed
  • [Presentation] メビウス反芳香族性を示す環拡張ポルフィリン-リン錯体2012

    • Author(s)
      東野智洋・大須賀篤弘
    • Organizer
      第23回基礎有機化学討論会
    • Place of Presentation
      京都テルサ
    • Year and Date
      20120919-21
  • [Presentation] Catalytic Selective Direct Arylation of Porphyrin Periphery2012

    • Author(s)
      Hideki Yorimitsu, Atsuhiro Osuka
    • Organizer
      7th International Conference on Porphyrins and Phthalocyanines
    • Place of Presentation
      韓国済州島
    • Year and Date
      20120701-06
  • [Presentation] Mobius Aromaticity in Expanded Porphyrins2010

    • Author(s)
      Atsuhiro Osuka
    • Organizer
      Pacifichem 2010Honolulu
    • Place of Presentation
      Hawai
    • Year and Date
      20101215-20
  • [Presentation] 新しいポルフィリノイドの化学をめざして2010

    • Author(s)
      大須賀篤弘
    • Organizer
      第21回基礎有機化学討論会
    • Place of Presentation
      名古屋大学
    • Year and Date
      20100909-11
  • [Presentation] Chemistry of Mobius Aromatic Expanded Porphyrins2010

    • Author(s)
      Atsuhiro Osuka
    • Organizer
      Sixth International Conference on Porphyrins and Phthalocyanines (ICPP-6)
    • Place of Presentation
      New Mexico, USA
    • Year and Date
      20100704-09
  • [Presentation] メビウス芳香族環拡張ポルフィリン2010

    • Author(s)
      大須賀篤弘
    • Organizer
      第37回有機反応懇談会
    • Place of Presentation
      京都大学宇治キャンパス
    • Year and Date
      2010-08-02
  • [Remarks]

    • URL

      http://kuchem.kyoto-u.ac.jp/shuyu

URL: 

Published: 2014-08-29  

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