Synthetic studies on well conjugated oligocetylenes

• Project/Area Number: 20350020
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Tokyo Metropolitan University
• Principal Investigator: SUGIURA Ken-ichi Tokyo Metropolitan University, 理工学研究科, 教授 (60252714)
• Project Period (FY): 2008 – 2010
• Project Status: Completed (Fiscal Year 2010)
• Budget Amount: ¥18,850,000 (Direct Cost: ¥14,500,000、Indirect Cost: ¥4,350,000); Fiscal Year 2010: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000); Fiscal Year 2009: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000); Fiscal Year 2008: ¥15,210,000 (Direct Cost: ¥11,700,000、Indirect Cost: ¥3,510,000)
• Keywords: 構造有機化学 / アセチレン / 分子ワイヤー / パイ電子系 / ポルフィリン

Research Abstract

This project aimed at the synthetic studies on structurally well defined oligoacetylenes (OAs). OAs had been attracting much attention because of their simple conjugation manner of pai-electrons. However, their kinetic instability prevented the progress of this class of materials. This project adopted metalloporphyrins as the kinetic-protecting group terminating OAs. This strategy enabled to isolate a series of OAs with the number of acetylenes, 2, 4, 6, 8, and 10.

Research Products

• [Journal Article] Facile aromatic Finkelstein iodination (AFI) reaction in 1,3-dimethyl-2-imidazolidinone (2011)
  • Author(s): Ken-ichi Yamashita, Michihiro Tsuboi, Motoko S. Asano, Ken-ichi Sugiura
  • Journal Title: Synthetic Communications in press
• [Journal Article] Facile aromatic Finkelstein iodination (AFI) reaction in 1,3-dimethyl-2-imidazolidinone (2011)
  • Author(s): Ken-ichi Yamashita, Ken-ichi Sugiura
  • Journal Title: Synthetic Communications Volume: 41(In press)
  • Peer Reviewed
• [Journal Article] A proposal for a new porphine substitution motif aimed at advanced materials : introduction of 4-alkoxy-3,5-diisopropylphenyl groups on porphine (2010)
  • Author(s): Yamashita, Ken-ichi; Akita, Yasuhiro; Asano, Motoko S.; Tanaka, Hiroyuki; Kawai, Tomoji; Sugiura, Ken-ichi
  • Journal Title: Journal of Porphyrins and Phthalocyanines 14(12) Pages: 1040-1051
• [Journal Article] Manipulating Double-Decker Molecules at the Liquid-Solid Interface (2010)
  • Author(s): Takami, Tomohide; Ye, Tao; Pathem, Bala Krishna; Arnold, Dennis P.; Sugiura, Ken-ichi; Bian, Yongzhong; Jiang, Jianzhuang; Weiss, Paul S.
  • Journal Title: Journal of the American Chemical Society 132(46) Pages: 16460-16466
• [Journal Article] Temperature-dependent emission of copper (I) phenanthroline complexes with bulky substituents : estimation of an energy gap between the singlet and triplet MLCT states (2010)
  • Author(s): Asano, Motoko S.; Tomiduka, Kazuhito; Sekizawa, Keita; Yamashita, Ken-ichi; Sugiura, Ken-ichi
  • Journal Title: Chemistry Letters 39 Pages: 376-378
  • NAID: 10027179382
• [Journal Article] A proposal for a new porphine substitution motif aimed at advanced materials (2010)
  • Author(s): Yamashita, Ken-ichi ; Sugiura, Ken-ichi
  • Journal Title: Journal of Porphyrins and Phthalocyanines Volume: 14 Pages: 1040-10510
  • Peer Reviewed
• [Journal Article] Manipulating Double-Decker Molecules at the Liquid-Solid Interface (2010)
  • Author(s): Takami, Tomohide ; Sugiura, Ken-ichi ; Weiss, Paul S.
  • Journal Title: Journal of the American Chemical Society Volume: 132 Pages: 16460-16466
  • Peer Reviewed
• [Journal Article] Temperature Dependent Emission of Copper(I) Phenanthroline Complexes with Bulky Substituents (2010)
  • Author(s): Motoko S.Asano, Ken-ichi Sugiura
  • Journal Title: Chemistry Letters Pages: 376-378
  • Peer Reviewed
• [Journal Article] 二中心相互作用系・ポルフィリン二量体の励起状態とスピン科学 (2010)
  • Author(s): 浅野素子、杉浦健一
  • Journal Title: 電子スピンサイエンス 7 Pages: 93-99
  • Peer Reviewed
• [Journal Article] 二中心相互作用系・ポルフィリン二量体の励起状態とスピン科学-中間的相互作用の場合 (2009)
  • Author(s): 浅野素子、杉浦健一、山下健一
  • Journal Title: 7 Pages: 93-99
• [Journal Article] π電子拡張系におけるHartree-Fockの分子対称性の崩れと環状ポルフィリン多量体の電子状態 (2008)
  • Author(s): 杉浦健一、山下健一、浅野素子、波田雅彦
  • Journal Title: 固体物理 43(11) Pages: 129-136
• [Journal Article] π電子拡張系におけるHartree-Fockの分子対称性の崩れと環状ポルフィリン多量体の電子状態 (2008)
  • Author(s): 杉浦健一
  • Journal Title: 固体物理 43 Pages: 129-136
  • Peer Reviewed
• [Presentation] A Proposal of Contemporary Substitution Motif for Porphine Aiming at the Future Advanced Materials : Introduction of 4-alkoxy-3,5-di-iso-propylphenyl (DIPP) Groups on Porphine (2010)
  • Author(s): Ken-ichi Sugiura
  • Organizer: 6th International Conference on Porphyrins and Phthalocyanine
  • Place of Presentation: アルバカーキー、アメリカ合衆国(招待講演)
• [Presentation] Syntheses and Photochemistries of Shape Persistent Macrocycles Based on Porphyrin and Pyrene (2010)
  • Author(s): Ken-ichi Sugiura
  • Organizer: The 7^<th> Korea-Japan Symposium on Frontier Photoscience-2010
  • Place of Presentation: テグ、大韓民国(招待講演)
• [Presentation] A Proposal of Contemporary Substitution Motif for Porphine Aiming at the Future Advanced Materials (2010)
  • Author(s): Ken-ichi Sugiura
  • Organizer: 6th International Conference on Porphyrins and Phthalocyanine
  • Place of Presentation: アルバカーキー、アメリカ合衆国
• [Presentation] Syntheses and Photochemistries of Shape Persistent Macrocycles Based on Porphyrin and Pyrene (2010)
  • Author(s): Ken-ichi Sugiura
  • Organizer: The 7^<th> Korea-Japan Symposium on Frontier Photoscience-2010
  • Place of Presentation: テグ、大韓民国
• [Presentation] Synthesis and Theoretical Studies on π-Conjugated Cyclic Porphyrin Oligomers (2009)
  • Author(s): Ken-ichi Sugiura, Ken-ichi Yamashita, Motoko S. Asano, Masahiko Hada
  • Organizer: International Conference of Computational Methods in Science and Engineering 2009, ICCMSE 2009
  • Place of Presentation: ロドス, ギリシャ(Invited)(招待講演)
• [Presentation] Synthesis and Theoretical Studies on π-Conjugated Cyclic Porphyrin Oligomers (2009)
  • Author(s): Ken-ichi Sugiura
  • Organizer: International Conference of Computational Methods in Science and Engineering 2009
  • Place of Presentation: ロドス,ギリシャ
• [Presentation] Synthesis and Single Molecule Characterization of Cyclic Porphyrin Oligomers : Triangles and Squares (2008)
  • Author(s): Ken-ichi Sugiura
  • Organizer: Fifth International Conference on Porphyrins and Phthalocyanines
  • Place of Presentation: ロシア・モスクワ市
  • Year and Date: 2008-07-06
• [Presentation] Synthesis and Single Molecule Characterization of Cyclic Porphyrin Oligomers : Triangles and Squares (2008)
  • Author(s): Ken-ichi Sugiura, Ken-ichi Yamashita, Motoko S. Asano, Masahiko Hada, Hiroyuki Tanaka, Tomoji Kawai
  • Organizer: Fifth International Conference on Porphyrins and Phthalocyanines
  • Place of Presentation: Moscow, Russia(Invited)(招待講演)
• [Book] 分子ワイヤーの合成技術(松重和美,田中一義、和田泰雄監修)分子エレクトロニクスの基盤技術と将来展望 第II部、第二章 (2009)
  • Author(s): 杉浦健一
  • Publisher: シーエムシー出版
• [Book] 分子エレクトロニクスの基盤技術と将来展望 (2008)
  • Author(s): 杉浦健一
  • Publisher: シーエムシー出版
• [Remarks] ホームページ
  • URL: http://www.sci.metro-u.ac.jp/chem/in1/