Markovnikov Hydroboration of Perfluoroalkylethylenes

Herbert C Brown; Guang-Ming Chen; Michael P Jennings; P Veeraraghavan Ramachandran

doi:10.1002/(SICI)1521-3773(19990712)38:13/14<2052::AID-ANIE2052>3.0.CO;2-9

Markovnikov Hydroboration of Perfluoroalkylethylenes

Angew Chem Int Ed Engl. 1999 Jul 12;38(13-14):2052-2054. doi: 10.1002/(SICI)1521-3773(19990712)38:13/14<2052::AID-ANIE2052>3.0.CO;2-9.

Authors

Herbert C Brown¹, Guang-Ming Chen¹, Michael P Jennings¹, P Veeraraghavan Ramachandran¹

Affiliation

¹ H. C. Brown and R. B. Wetherill Laboratories of Chemistry, Purdue University, West Lafayette, IN 47907-1393 (USA), Fax: (+1) 765-494-0239.

Abstract

A Markovnikov regioselectivity of 92 % or higher is achieved in the hydroboration of a series of perfluoroalkylethylenes and 2',3',4',5',6'-pentafluorostyrene with dichloro- and dibromoborane to provide the corresponding (fluoroalkyl)dihaloboranes (see reaction).

Keywords: Boranes; Fluoroalkenes; Hydroborations.