138348-08-0Relevant articles and documents
INFLUENCE OF STRUCTURE OF POLYFLUOROALKYL RADICALS ON THE STEREOCHEMISTRY OF ADDITION AND ELIMINATION REACTIONS IN A SERIES OF CYCLOHEXANE DERIVATIVES
Gorbunova, T. I.,Kodess, M. I.,Soshin, V. A.,Obanin, G. A.,Podol'skii, A. V.
, p. 880 - 884 (2007/10/02)
The ratio of geometric isomers in products from the addition of polyfluoroalkyl iodides to cyclohexene depends on the particular initiator and solvent that are used; the conformations of the trans-1-iodo-2-polyfluoroalkylcyclohexanes are determined by the structure of the fragment in the β-position of the polyfluoroalkyl substituent.In dimethyl sulfoxide, the regioselectivity of alkaline dehydroiodation of the trans-1-iodo-2-polyfluoroalkylcyclohexanes is increased, and this leads to the exclusive formation of 1-polyfluoroalkylcyclohexenes, regardless of the structure of the polyfluoroalkyl substituent.
