Issue 45, 2015

Chemo-, regio-, and stereo-selective perfluoroalkylations by a Grignard complex with zirconocene

Abstract

The synthesis of highly reactive perfluoroalkyl Grignard reagents with early transition metal zirconocene complexes and their new types of highly chemo-, regio-, and stereo-selective perfluoroalkylation reactions are reported with epoxides in particular. The zirconocene complex is advantageous in activating the perfluoroalkyl Grignard species. The zirconocene·Grignard complexes were clarified by DOSY. Both 1H and 19F DOSY analyses show that the addition of MAO and dioxane to the mixture of RFMgCl and Cp2ZrCl2 connects Cp2Zr and RFMg to generate the zirconocene/perfluoroalkyl-Grignard/dioxane complex.

Graphical abstract: Chemo-, regio-, and stereo-selective perfluoroalkylations by a Grignard complex with zirconocene

  • This article is part of the themed collection: Fluorine

Supplementary files

Article information

Article type
Communication
Submitted
07 Aug 2015
Accepted
28 Sep 2015
First published
06 Oct 2015

Dalton Trans., 2015,44, 19464-19468

Chemo-, regio-, and stereo-selective perfluoroalkylations by a Grignard complex with zirconocene

M. Fujiu, K. Negishi, J. Guang, P. G. Williard, S. Kuroki and K. Mikami, Dalton Trans., 2015, 44, 19464 DOI: 10.1039/C5DT03039K

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