Accelerating influence of the gem-difluoromethylene group in a ring-closing olefin metathesis reaction. A Thorpe-Ingold effect?

Chem Commun (Camb). 2013 Aug 21;49(65):7201-3. doi: 10.1039/c3cc44312d. Epub 2013 Jul 11.

Abstract

The gem-difluoromethylene (CF2) group significantly accelerates ring-closing metathesis of 1,8-nonadienes relative to the methylene (CH2) group demonstrating similar rate accelerations to that observed for the classic Thorpe-Ingold substituents, diester malonates and ketals.