ISSN:
1573-9171
Keywords:
monohydroperfluoroalkenes, isomerization, isomeric ratio
;
nucleophilic and electrophilic catalysis
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Isomerization of monohydroperfluoro-1-alkenes HC(CF2)nCF=CF2 (n = 2 to 8) catalyzed by Lewis bases or acids (CsF, KHF2, and SbF5) under conditions of thermodynamic control affords equilibrium mixtures of all of the possible isomers resulting from migration of the double bond along the carbon chain. Under conditions of kinetic control, isomerization through the action of SbF5 gives ω-H-perfluoro-2-alkenes. The substantially higher proportion ofcis-isomers in the resulting monohydroperfluoroalkenes than in their perfluorinated analogs has been attributed to the effect of an intramolecular hydrogen bond.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00697141
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