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

Chem. Commun., 2013, 49,7201-7203
DOI: 10.1039/C3CC44312D, Communication

Cesar A. Urbina-Blanco, Maciej Skibinski, David O'Hagan, Steven P. Nolan
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.
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