The fluorine gauche effect. Langmuir isotherms report the relative conformational stability of (±)-erythro- and (±)-threo-9,10-difluorostearic acidsElectronic supplementary information (ESI) available: characterisation of compounds 4, 5, 7–9, 11–13. See http://www.rsc.org/suppdata/cc/b2/b202891c/

Abstract

(±)-Erythro- and (±)-threo- 9,10-difluorostearic acids, which differ only by a stereogenic interconversion of a single C–F bond, have significantly different conformational stabilities.