Development of Perfluoroalkylation Based on the Ate Complex Chemistry

Research Project

Project/Area Number	23659005
Research Category	Grant-in-Aid for Challenging Exploratory Research
Allocation Type	Multi-year Fund
Research Field	Chemical pharmacy
Research Institution	The University of Tokyo
Principal Investigator	UCHIYAMA Masanobu 東京大学, 大学院・薬学系研究科, 教授 (00271916)
Project Period (FY)	2011 – 2012
Project Status	Completed (Fiscal Year 2012)
Budget Amount *help	¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000) Fiscal Year 2012: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000) Fiscal Year 2011: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
Keywords	フッ素導入反応 / 亜鉛アート錯体
Research Abstract	The generation method of stable perfluoroalkylzinc reagents from perfluoroalkyl iodide using the combination of Me2Zn and LiCl has been developed. Although perfluoroalkyllithium and Gregnard reagents are unstable due to facile α- or β-metal fluoride (M-F) elimination, the perfluoroalkylzinc species thus obtained is stable and can be utilized at room temperature. Theoretical investigations have revealed the origin of the stability, compared to that of lithium reagents. This system is also applicable for the generation of perfluorophenylzinc species. The application to the nucleophilic perfluoroalkylation and perfluorophenylation has been demonstrated.

Report

(3 results)