The fluorine gauche effect. Langmuir isotherms report the relative conformational stability of (+/-)-erythro- and (+/-)-threo-9,10-difluorostearic acids
Chem Commun (Camb). 2002 Jun 7:(11):1226-7.
doi: 10.1039/b202891c.
(+/-)-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.