Syntheses of organic radicals having electronic-spin structures corresponding to outer environmental atmosphere

2008 Fiscal Year Final Research Report

• Project/Area Number: 19350022
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Osaka University
• Principal Investigator: MORITA Yasushi Osaka University, 大学院・理学研究科, 准教授 (70230133)
• Project Period (FY): 2007 – 2008
• Keywords: 開殻分子 / フェナレニル / オキソフェナレノキシル / 電子スピン / 非局在性 / 電子移動 / ソルバトクロミズム / サーモクロミズム

Research Abstract

分子骨格全体に広く非局在化した電子スピンを有し空気中でも安定な中性ラジカルである6-オキソフェナレノキシルに着目し、電子供与性分子や相補的水素結合が可能な核酸塩基類等を結合させた中性ラジカルを合成した。そして、溶液状態における溶媒や温度変化、光照射などに応答した分子内電子移動の動的な挙動や、電子スピンの非局在化様式を明らかにした。

Research Products

• [Journal Article] Hydrogen-Bond Interaction in OrganicConductors : Redox Activation, MolecularRecognition, Structural Regulation, andProton-Transfer in Donor-AcceptorCharge-Transfer Complexes of TTF-Imidazole (2009)
  • Author(s): Murata, T. ; Morita, Y. ; Yakiyama, Y. ; Fukui, K. ;Yamochi, H. ; Saito, G. ; Nakasuji, K.
  • Journal Title: J. Am. Chem. Soc. 129 Pages: 10837-10846
  • Peer Reviewed
• [Journal Article] Curve-Structured Phenalenyl Chemistry : Synthesis, Electronic Structure, and Bowl-Inversion Barrier of a Phenalenyl-Fused Corannulene Anion (2008)
  • Author(s): Nishida, S. ; Morita, Y. ; Ueda, A. ; Kobayashi, T. ; Fukui, K. ; Ogasawara, K. ; Sato, K. ; Takui, T. ; Nakasuji, K.
  • Journal Title: J. Am. Chem. Soc. 130 Pages: 14954-14955
  • Peer Reviewed
• [Journal Article] Oxophenalenoxyl : Novel Stable Neutral Radical with a Unique Spin-Delocalized Nature Depending on Topological Symmetries and Redox State (2008)
  • Author(s): Morita, Y. ; Nishida, S. ; Kawai, J. ; Takui, T. ; Nakasuji, K.
  • Journal Title: Pure Appl. Chem. 80 Pages: 507-517
  • Peer Reviewed
• [Journal Article] Curved Aromaticity of a Corannulene-Based Neutral Radical : Crystal Structure and 3D Unbalanced Delocalization of Spin (2008)
  • Author(s): Morita, Y. ; Ueda, A. ; Nishida, S. ; Fukui, K. ; Ise, T. ; Shiomi, D. ; Sato, K. ; Takui, T. ; Nakasuji, K.
  • Journal Title: Angew. Chem. Int. Ed. 47 Pages: 2035-2038
  • Peer Reviewed
• [Journal Article] Thermochromism in an Organic CrystalBased on the Co-existence of σ-and π-Dimers (2008)
  • Author(s): Morita, Y. ; Suzuki, S. ; Fukui, K. ; Nakazawa, S. ; Kitagawa, H. ; Kishida, H. ; Okamoto, H. ; Naito, A. ; Sekine, A. ; Ohashi, Y. ; Shiro, M. ; Sasaki, K. ; Shiomi, D. ; Sato, K. ; Takui, T. ; Nakasuji, K.
  • Journal Title: Nature Mater 7 Pages: 48-51
  • Peer Reviewed
• [Presentation] π電子拡張型フェナレニルラジカルの新た展開 (2009)
  • Author(s): 森田靖
  • Organizer: シングレットビラジカルの化学と展望
  • Place of Presentation: 分子科学研究所
  • Year and Date: 20090305-06
• [Presentation] Material Challenges for Air-stable Neutral Radicals with Polynuclear Benzenoid Structures (2009)
  • Author(s): Morita, Y.
  • Organizer: Okazaki Conference : From Aromatic Molecules to Graphene : Chemistry, Physics and Device Applications
  • Place of Presentation: 分子科学研究所
  • Year and Date: 20090221-23
• [Presentation] Air-stable Organic Neutral Radicals : From Dynamic Electronic-spin Natures to Chemical Batteries (2008)
  • Author(s): Morita, Y.
  • Organizer: International Symposium on Molecular Conductors (ISMC2008)
  • Place of Presentation: 分子科学研究所
  • Year and Date: 20080723-25
• [Presentation] A New Trend in Purely Organic Open-shell Molecules : π-Extensions and Multi-step Redox Abilities of Phenalenyl Systems (2007)
  • Author(s): Morita, Y.
  • Organizer: 12th International Symposium on Novel Aromatic Compounds (ISNA-12)
  • Place of Presentation: 兵庫県立淡路夢舞台国際会議場
  • Year and Date: 20070722-27
• [Book] 機能材料(シーエムシー出版) (2008)
  • Author(s): 森田靖
  • Total Pages: 13-20
  • Publisher: 空気中でも安定に取り扱うことができる有機中性ラジカル : スピン非局在型の電子スピン構造と動的な電子スピン物性の創成
• [Remarks] 新聞報道 : 「有機分子結晶温度で濃淡変化阪大・大阪市立大開発」,日本経済新聞2007年11月26日(月)朝刊12版19面ホームページ
  • URL: http://www.chem.sci.osaka-u.ac.jp/lab/nakasuji/
• [Patent(Industrial Property Rights)] 温度検知組成物およびその利用 (2007)
  • Inventor(s): 森田靖、岡藤武治、山岸英雄
  • Industrial Property Rights Holder: 国立大学法人大阪大学、岡藤武治、株式会社カネカ
  • Industrial Property Number: 2007-303760
  • Filing Date: 2007-11-22