A study of donor ability of fluorocarbon (C-F) using specific properties of macrocyclic compounds.

• Project/Area Number: 19550052
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Japan Women's University
• Principal Investigator: TAKEMURA Hiroyuki Japan Women's University, 理学部, 准教授 (60183456)
• Project Period (FY): 2007 – 2009
• Project Status: Completed (Fiscal Year 2009)
• Budget Amount: ¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000); Fiscal Year 2009: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000); Fiscal Year 2008: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000); Fiscal Year 2007: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
• Keywords: C-F…HO水素結合 / C-F…M^+相互作用 / フッ素 / シクロファン / クリプタンド / X線結晶構造解析 / ^<19>F-NMR / C-F…OH水素結合 / ^<19>FNMR / フッ素導入型クリプタンド

Research Abstract

The C-F…HO hydrogen bond was observed in the compounds, 2-fluorophenyldiphenylmethanol and 1-fluoro-4-methyl-8-naphthol. The structures showed shorter C-F…HO distances than those of the sum of van der Waals radii of F and H atoms. Fluorine containing macrocyclic compounds formed several metal ions and the relationship between ^<19>F NMR chemical shifts and ionic radii of the metal ions was observed.

Research Products

• [Journal Article] Intramolecular CF・・・HO hydrogen bond of 2-fluorophenyldiphenylmethanol Hiroyuki Takemura (2009)
  • Author(s): Megumi Kaneko, Katsuya Sako, Tetsuo Iwanaga
  • Journal Title: New J. Chem 33 Pages: 2004-2006
  • Peer Reviewed
• [Journal Article] C-F・・・HO hydrogen bond in 8-Fluoro-4-Methyl-1-Naphthol Hiroyuki Takemura (2009)
  • Author(s): Risako Ueda, Tetsuo Iwanaga
  • Journal Title: J. Fluorine Chem 130 Pages: 684-688
  • Peer Reviewed
• [Journal Article] Intramolecular CF…HO hydrogen bond of 2-fluorophenyldiphenylmethanol (2009)
  • Author(s): Takemura Hiroyuki, 他3名
  • Journal Title: New Journal of Chemistry 33 Pages: 2004-2006
  • Peer Reviewed
• [Journal Article] C-F…HO hydrogen bond in 8-Fluoro-4-Methyl-1-Naphthol (2009)
  • Author(s): Takemura Hiroyuki, 他2名
  • Journal Title: Journal of Fluorine Chemistry 130 Pages: 684-688
  • Peer Reviewed
• [Presentation] 2,3の化合物におけるC-F…HO水素結合の評価 (2009)
  • Author(s): 武村裕之
  • Organizer: 第20回基礎有機化学討論会
  • Place of Presentation: 群馬大学工学部
  • Year and Date: 2009-09-30
• [Presentation] 新規なジアザフルオレン骨格を有する金属配位型アクセプター分子の合成 (2009)
  • Author(s): 迫克也
  • Organizer: 第20回基礎有機化学討論会
  • Place of Presentation: 群馬大学工学部
  • Year and Date: 2009-09-30
• [Presentation] 2, 3の化合物におけるC-F・・・HO水素結合の評価(日本女子大理、岡山理科大、名工大) (2009)
  • Author(s): 武村裕之
  • Organizer: 第20回基礎有機化学討論会
  • Place of Presentation: 群馬大学工学部、桐生キャンパス
• [Presentation] 新規なジアザフルオレン骨格を有する金属配位型アクセプター分子の合成(名工大・日本女子大理・九大院理・九大先導研) (2009)
  • Author(s): 迫克也
  • Organizer: 第20回基礎有機化学討論会
  • Place of Presentation: 群馬大学工学部、桐生キャンパス
• [Remarks]
  • URL: http://mcm-www.jwu.ac.jp/~takemurah/