89618-97-3Relevant academic research and scientific papers
Effect of the α-Trifluoromethyl Moiety on the Solvolysis of Allylic Sulfonates
Gassman, Paul G.,Harrington, Clinton K.
, p. 2258 - 2273 (2007/10/02)
A series of allylic sulfonates bearing aryl substituents on the 2-position and/or trifluoromethyl groups on the 1- and/or 3-positions has been studied under solvolytic conditions in 2,2,2-trifluoroethanol.Nonarylated 1,3-di(trifluoromethyl)-substituted allylic sulfonates did not solvolyze in a conventional manner but instead gave products diagnostic of a complex isomerization-cleavage process.Mono(trifluoromethyl)-substituted allylic sulfonates solvolyzed by normal paths to give kH/kCF3 ratios of 2E6 and 4E4 for the substitution at the 1- and 3-positions, respectively.No evidence for 1,3-? interactions was discerned.
