Construction of unique electronic systems comprised of heteroatoms and organyl ligands possessing high electron-donating ability

• Project/Area Number: 19550043
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Yamaguchi University
• Principal Investigator: MURAFUJI Toshihiro Yamaguchi University, 大学院・医学系研究科, 准教授 (40253140)
• Project Period (FY): 2007 – 2009
• Project Status: Completed (Fiscal Year 2009)
• Budget Amount: ¥3,510,000 (Direct Cost: ¥2,700,000、Indirect Cost: ¥810,000); Fiscal Year 2009: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000); Fiscal Year 2008: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2007: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
• Keywords: 有機元素化学 / アズレン / 非ベンゼノイド / 超分子化学 / ヘテロ原子 / 超分子 / 分子認識

Research Abstract

An azulene derivative possessing a diphenylphosphoryl and an amino group at the 2- and 6-positions, respectively, was synthesized. The X-ray structure analysis of this compound revealed that the bond alternation of the azulenyl skeleton appears clearly. This shows that the contribution of a quinoid structure is pronounced. The phosphoryl group is linked to the amino group by intermolecular hydrogen bonding to form an infinite chain structure.

Research Products

• [Journal Article] Polyborylation of azulenes (2009)
  • Author(s): M. Fujinaga, T. Murafuji, K. Kurotobi, Y. Sugihara
  • Journal Title: Tetrahedron 65 Pages: 7115-7121
• [Journal Article] Polyborylation of azulenes (2009)
  • Author(s): M.Fujinaga, 他
  • Journal Title: Tetrahedron 65 Pages: 7115-7121
  • Peer Reviewed
• [Journal Article] An easy access to 2-substituted azulenes from azulene-2-boronic acid pinacol ester (2008)
  • Author(s): M. Fujinaga, K. Suetake, K. Gyoji, T. Murafuji, K. Kurotobi, Y. Sugihara
  • Journal Title: Synthesis Pages: 3745-3748
• [Journal Article] A new efficient route to 2-substituted azulenes based on sulfonyl group directed lithiation (2008)
  • Author(s): T. Shibasaki, T. Ooishi, N. Yamanouchi, T. Murafuji, K. Kurotobi, Y. Sugihara
  • Journal Title: J. Org. Chem. 73 Pages: 7971-7977
• [Journal Article] Two-photon absorption properties of azulenyl compounds having a conjugated ketone backbone (2008)
  • Author(s): S. Hirakawa, J, Kawamata, Y. Suzuki, S. Tani, T. Murafuji, K, Kasatani, L. Antonov, K. Kamada, K. Ohta
  • Journal Title: J. Phys. Chem. A 112 Pages: 5198-5207
• [Journal Article] Two-photon absorption properties of azulenyl compounds having a conjugated ketone backbone (2008)
  • Author(s): S. Hirakawa, 他
  • Journal Title: J. Phys. Chem. A 112 Pages: 5198-5207
  • Peer Reviewed
• [Journal Article] A new efficient route to 2-substituted azulenes based on sulfonyl group directed lithiation (2008)
  • Author(s): T. Shibasaki, 他
  • Journal Title: J. Ore. Chem 73 Pages: 7971-7977
  • Peer Reviewed
• [Journal Article] An easy access to 2-substituted azulenes from azulene-2-boronic acid pinacol ester (2008)
  • Author(s): M. Fujinaga, 他
  • Journal Title: Synthes is No23 Pages: 3745-3748
  • Peer Reviewed
• [Journal Article] Characterization of azulenylphosphine derivatives. Unexpected debromination and its synthetic utility in the preparation of 2-substituted azulene (2007)
  • Author(s): A.F.M. Mustafizur Rahman, T. Murafuji, T. Shibasaki, K. Suetake, K. Kurotobi, Y. Sugihara
  • Journal Title: Organometallics 26 Pages: 2971-2977
• [Journal Article] Characterization of azulenylphosphine derivatives.Unexpected debromination and its synthetic utility in the preparation of 2-substituted azulene (2007)
  • Author(s): A. F. M. Mustafizur Rahman, et. al.
  • Journal Title: Organometallics 26(12) Pages: 2971-2977
  • Peer Reviewed
• [Presentation] Push-pull効果に基づくアズレニルホスフィンオキシドの分子設計 (2009)
  • Author(s): 中尾麻希子, 他
  • Organizer: 第36回有機典型元素化学討論会
  • Place of Presentation: とりぎん文化会館(鳥取市)
  • Year and Date: 2009-12-11
• [Presentation] Push-pull効果に基づくアズレニルホスフィンオキシドの分子設計 (2009)
  • Author(s): 中尾麻希子、村藤俊宏、柴崎稔久
  • Organizer: 第36回有機典型元素化学討論会要旨集
  • Place of Presentation: とりぎん文化会館(鳥取大学)
  • Year and Date: 2009-12-10
• [Presentation] ビアズレン類の新規合成反応 (2008)
  • Author(s): 畑澤友行、村藤俊宏、柴崎稔久、原田一正、檜山久美子、杉原美一
  • Organizer: 第19回基礎有機化学討論会要旨集
  • Place of Presentation: 大阪大学
  • Year and Date: 2008-10-03
• [Presentation] ビアズレン類の新規合成反応 (2008)
  • Author(s): 畑澤友行, 他
  • Organizer: 第19回基礎有機化学討論会
  • Place of Presentation: 大阪大学
  • Year and Date: 2008-10-03
• [Presentation] Metalation of Azulene (2007)
  • Author(s): T. Murafuji, A.F.M. Mustafizur Rahman, K. Kurotobi, T. Shibasaki, Y. Sugihara
  • Organizer: The Post ISNA-12 Symposium on Physical Organic Chemistry in Fukuoka, Abstract (p9)
  • Place of Presentation: 九州大学
  • Year and Date: 2007-07-30
• [Presentation] Metalation of Azulene (2007)
  • Author(s): 村藤 俊宏
  • Organizer: The Post ISNA-12 Symposium on Physical Organic Chemistry in Fukuoka
  • Place of Presentation: 九州大学
  • Year and Date: 2007-07-30