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Development of Novel π-Conjugated Systems Based on Porphyrins

Research Project

Project/Area Number 19205006
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  Kyoto University, 大学院・理学研究科, 教授 (80127886)

Project Period (FY) 2007 – 2009
Project Status Completed (Fiscal Year 2009)
Budget Amount *help
¥45,500,000 (Direct Cost: ¥35,000,000、Indirect Cost: ¥10,500,000)
Fiscal Year 2009: ¥15,340,000 (Direct Cost: ¥11,800,000、Indirect Cost: ¥3,540,000)
Fiscal Year 2008: ¥15,080,000 (Direct Cost: ¥11,600,000、Indirect Cost: ¥3,480,000)
Fiscal Year 2007: ¥15,080,000 (Direct Cost: ¥11,600,000、Indirect Cost: ¥3,480,000)
Keywordsポルフィリン / 環拡張ポルフィリン / ポルフィリンテープ / メビウス芳香族性 / 芳香族性 / 2光子吸収断面積 / 反芳香族性 / 共役
Research Abstract

We have achieved strong 4nπ Mobius aromaticity by various methods for the conformational control of meso-aryl expanded porphyrins, such as metal coordination, temperature control, protonation, and intramoleculer fusion. We report the syntheses of a series of novel subporphyrins and related molecules by various chemical transformations of meso-aryl-subporphyrins. In addition, we have also developed a transition metal-catalyzed coupling reactions toward the construction of multi-porphyrin arrays.

Report

(4 results)
  • 2009 Annual Research Report   Final Research Report ( PDF )
  • 2008 Annual Research Report
  • 2007 Annual Research Report
  • Research Products

    (41 results)

All 2010 2009 2008 2007 Other

All Journal Article (29 results) (of which Peer Reviewed: 29 results) Presentation (10 results) Book (1 results) Remarks (1 results)

  • [Journal Article] Bithiophene-Porphyrin Hybrid Nanorings2010

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

      Chem. Asian J. 5巻

      Pages: 764-767

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Strategic Synthesis of 2, 6-Pyridylene-Bridged β-to-βPorphyrin Nanorings through Cross-Coupling2010

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

      Chem. Eur. J. 16巻

      Pages: 3009-3012

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Fullyπ-Conjugated Helices from Oxidative Cleavage of meso-Aryl-Substituted Expanded Porphyrins2010

    • Author(s)
      S. Saito, K. Furukawa, A. Osuka
    • Journal Title

      J. Am. Chem. Soc. 132巻

      Pages: 2128-2129

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Meso-Trialkyl-Substituted Subporphyrins2010

    • Author(s)
      S. Hayashi, Y. Inokuma, S. Easwaramoorthi, K.S. Kim, D. Kim, A. Osuka
    • Journal Title

      Angew. Chem. Int. Ed. 49巻

      Pages: 321-324

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Phosphorus Complexes of the First Expanded Isophlorins2010

    • Author(s)
      T. Miura, T. Higashino, S. Saito, A. Osuka
    • Journal Title

      Chem. Eur. J. 16巻

      Pages: 55-59

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Fully π-Conjugated Helices from Oxidative Cleavage of meso-Aryl Substituted Expanded Porphyrins2010

    • Author(s)
      S.Saito, K.Furukawa, A.Osuka
    • Journal Title

      J.Am.Chem.Soc. 132

      Pages: 2128-2129

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Palladium-Catalyzed Dimerization of meso-Bromoporphyrins: Highly Regioselective meso-βCoupling through Unprecedented Remote C-H Bond Cleavage2009

    • Author(s)
      S. Tokuji, T. Yurino, N. Aratani, H. Shinokubo, A. Osuk
    • Journal Title

      Chem. Eur. J. 15巻

      Pages: 12208-12211

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] T-shaped Three-Coordinate Copper (II) Heptaphyrin Complexes2009

    • Author(s)
      S. Saito, K. Furukawa, A. Osuka
    • Journal Title

      Angew. Chem. Int. Ed. 48巻

      Pages: 8086-8089

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Thermal Fusion Reactions of meso-(3-Thienyl) Groups in [26]Hexaphyrins to Produce Mobius Aromatic Molecules2009

    • Author(s)
      M. Inoue, K.S. Kim, M. Suzuki, J.M. Lim, J.-Y. Shin, D. Kim, A. Osuka
    • Journal Title

      Angew. Chem. Int. Ed. 48巻

      Pages: 6687-66890

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Facile Formation of a Benzopyrane-Fused [28] Hexaphyrin That Exhibits Distinct Mobius Aromaticity2009

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

      J. Am. Chem. Soc. 131巻

      Pages: 7240-7241

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Zwitterionic Corroles: Regioselective Nucleophilic Pyridination of a Doubly Linked Biscorrole2009

    • Author(s)
      S. Hiroto, N. Aratani, N. Shibata, Y. Higuchi, T. Sasamori, N. Tokitoh, S. Shinokubo, A. Osuka
    • Journal Title

      Angew. Chem. Int. Ed. 48巻

      Pages: 2388-2390

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Peripheral Hexabromination, Hexaphenylation, and Hexaethynylation of meso-Aryl Substituted Subporphyrins2009

    • Author(s)
      E. Tsurumaki, Y. Inokuma, S. Easwaramoorthi, J.M. Lim, D. Kim, A. Osuka
    • Journal Title

      Chem. Eur. J. 15巻

      Pages: 237-247

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Capped Subporphyrins2009

    • Author(s)
      Y.Inokuma, A.Osuka
    • Journal Title

      Chem. Eur. J. 15

      Pages: 6863-6876

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Facile Formation of a Benzopyrane-Fused [28] Hexaphyrin That Exhibits Distinct Mobius Aromaticity2009

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

      J.Am.Chem.Soc. 131

      Pages: 7240-7241

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Directly and Doubly Linked Dioxoisobacteriochlorin Dimers"2008

    • Author(s)
      S. Hiroto, I. Hisaki, H. Shinokubo, A. Osuka
    • Journal Title

      J. Am. Chem. Soc. 130巻

      Pages: 16172-16173

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] A Stable Radical from Facile Oxygenation of meso-Free 5, 10, 20, 25-Tetrakis (pentafluorophenyl) Substituted [26] Hexaphyrin (1. 1. 1. 1. 1. 1)2008

    • Author(s)
      T. Koide, G. Kashiwazaki, M. Suzuki, K. Furukawa, M.-C. Yoon, S. Cho, D. Kim, A. Osuka
    • Journal Title

      Angew. Chem. Int. Ed. 47巻

      Pages: 9661-9665

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Protonation-Triggered Conformational Changes to Mobius Aromatic [32] Heptaphyrins (1. 1. 1. 1. 1. 1. 1)2008

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

      Angew. Chem. Int. Ed. 47巻

      Pages: 9657-9660

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Pt (II)-and Pt (IV)-Bridged Cofacial Diporphyrins via Carbon-Transition Metalσ-Bonds2008

    • Author(s)
      S. Yamaguchi, T. Katoh, H. Shinokubo, A. Osuka
    • Journal Title

      J. Am. Chem. Soc. 130巻

      Pages: 14440-14441

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Unambiguous Identification of Mobius Aromaticity for meso-Aryl Substituted [28]Hexaphyrins (1. 1. 1. 1. 1. 1)2008

    • Author(s)
      J. Sankar, S. Mori, S. Saito, H. Rath, M. Suzuki, Y. Inokuma, H. Shinokubo, K.S. Kim, Z.S. Yoon, J.-Y. Shin, J.M. Lim, Y. Matsuzaki, O. Matsushita, A. Muranaka, N. Kobayashi, D. Kim, A. Osuka
    • Journal Title

      J. Am. Chem. Soc. 130巻

      Pages: 13568-13579

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Two-Dimensionally Extended Porphyrin Tapes: Synthesis and Shape-Dependent Two-Photon Absorption Properties2008

    • Author(s)
      Y. Nakamura, S.Y. Yang, T. Tanaka, N. Aratani, J.M. Lim, K.S. Kim, D. Kim, A. Osuka
    • Journal Title

      Chem. Eur. J. 14巻

      Pages: 8279-8289

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] meso-(4-(N, N-Dialkylamino)pheny1)-Substituted Subporphyrins: Remarkably Perturbed Absorption Spectra and Enhanced Fluorescence by Intramolecular Charge Transfer Interactions2008

    • Author(s)
      Y. Inokmua, S. Easwaramoorthi, Z.S. Yoon, D. Kim, A. Osuka
    • Journal Title

      J. Am. Chem. Soc. 130巻

      Pages: 12234-12235

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] A meso洋eso directly linked octameric porphyrin square2008

    • Author(s)
      N. Aratani, A. Osuka
    • Journal Title

      Chem. Commun.

      Pages: 4067-4069

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] 2, 5-Thienylene-Bridged Triangular and Linear Porphyrin Trimers2008

    • Author(s)
      J. Song, S.Y. Jang, S. Yamaguchi, J. Sankar, S. Hiroto, N. Aratani, J.-Y. Shin, S. Easwaramoorthi, K.S. Kim, D. Kim, H. Shinokubo, A. Osuka
    • Journal Title

      Angew. Chem. Int. Ed. 47巻

      Pages: 6004-6007

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Unambieuous Identification or mobius Aromaticity for meso-Aryl-Siibstituted [28]Hexaphyrins(1.1.1.1.1.1)2008

    • Author(s)
      J. Sankar
    • Journal Title

      J. Am. Chem. Soc. 130

      Pages: 13568-13579

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Protonation-triggered Conformational Changed to Mobius Aromatic [32]Heptapliyrins(1.1.1.1.1.1.1)2008

    • Author(s)
      S. Saito
    • Journal Title

      Angew. Chem. Int. Ed. 47

      Pages: 9657-9660

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A Stable Radical Species from Facile Oxvgenation of meso-Free5, 10, 20, 25-Tetrakis(pentafluorophenyl)-Substituted [26]Hexaphyrin(1.1.1.1.1.1)2008

    • Author(s)
      T. Koide
    • Journal Title

      Angew. Chem. Int. Ed. 17

      Pages: 9661-9665

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Metakation of Expanded Porphyrins: A Chemical Trigger Used to Produce Molecular Twisting and Mobius Aromaticity2008

    • Author(s)
      Y. Tanaka, et. al.
    • Journal Title

      Angew. Chem. Int. Ed. 47

      Pages: 681-684

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Characterization of meso-Aryl-Substituted Subchlorins2008

    • Author(s)
      E. Tsurumaki
    • Journal Title

      J. Am. Chem. Soc. 130

      Pages: 438-439

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Peripehral Fabrications of a Bis-Gold(III) Complex of [26] Hexaphyrin(1.1.1.1.1.1)2007

    • Author(s)
      S. Mori
    • Journal Title

      J. Am. Chem. Soc. 129

      Pages: 11344-11345

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Presentation] Exploration of Novel Porphyrinoids2009

    • Author(s)
      大須賀篤弘
    • Organizer
      Universidad Autonoma de Madrid
    • Place of Presentation
      スペイン・マドリッド
    • Year and Date
      2009-07-02
    • Related Report
      2009 Final Research Report
  • [Presentation] ポルフィリンの化学-驚きに魅せられて2009

    • Author(s)
      大須賀篤弘
    • Organizer
      名古屋大学GCOE化学セミナー
    • Place of Presentation
      名古屋
    • Year and Date
      2009-05-18
    • Related Report
      2009 Final Research Report
  • [Presentation] 新しいポルフィリンの合成と光物性2009

    • Author(s)
      大須賀篤弘
    • Organizer
      特定領域研究「光-分子強結合場」研究代表者三澤弘明
    • Place of Presentation
      京都
    • Year and Date
      2009-05-08
    • Related Report
      2009 Final Research Report
  • [Presentation] Maius aromatic Expanded Porphyrins2009

    • Author(s)
      大須賀篤弘
    • Organizer
      Pre-strategic Initiative Symposium on Creation of Functional Molecules, Invited Lecture
    • Place of Presentation
      筑波
    • Related Report
      2009 Final Research Report
  • [Presentation] 環拡張ポルフィリンの金属錯体2009

    • Author(s)
      大須賀篤弘
    • Organizer
      2009錯体化学討論会シンポジウム
    • Place of Presentation
      長崎
    • Related Report
      2009 Final Research Report
  • [Presentation] 新しいポルフィリンの合成と光物性2009

    • Author(s)
      大須賀篤弘
    • Organizer
      2009光化学討論会
    • Place of Presentation
      桐生
    • Related Report
      2009 Final Research Report
  • [Presentation] ovalently and Noncovalently Linked Porphyrin Arrays2009

    • Author(s)
      大須賀篤弘
    • Organizer
      42th IUPAC Congress: Chemistry Solutions
    • Place of Presentation
      グラスゴー
    • Related Report
      2009 Final Research Report
  • [Presentation] Exploration of Novel Porphyrinoids with Interesting Electronic Properties: Aromaticity and Topology2009

    • Author(s)
      大須賀篤弘
    • Organizer
      the 2009 NOZOE MEMORIAL LECTURE, 13th International Symposium on Novel Aromatic Compounds (ISNA-13)
    • Place of Presentation
      ルクセンブルク
    • Related Report
      2009 Final Research Report
  • [Presentation] Mobius Aromatic Expanded Porphyrins2009

    • Author(s)
      大須賀篤弘
    • Organizer
      10th International Conference on Calixarenes (ICC)
    • Place of Presentation
      ソウル
    • Related Report
      2009 Final Research Report
  • [Presentation] Mobius Aromatic Expanded Porphyrins2009

    • Author(s)
      大須賀篤弘
    • Organizer
      Invited Lecture, 2009 International Symposium on Reactive Intermediates and Unusual Molecules
    • Place of Presentation
      チェコ
    • Related Report
      2009 Final Research Report
  • [Book] 配位空間の化学・第IV編第3章・自己識別会合2009

    • Author(s)
      荒谷直樹・大須賀篤弘, 北川進監修
    • Publisher
      CMC出版
    • Related Report
      2009 Final Research Report
  • [Remarks]

    • URL

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

    • Related Report
      2009 Final Research Report

URL: 

Published: 2007-04-01   Modified: 2016-04-21  

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