ELECTROORGANIC SYNTHESIS .55. INFLUENCES ON THE SELECTIVITY OF THE KOLBE VERSUS THE NON-KOLBE ELECTROLYSIS IN THE ANODIC DECARBOXYLATION OFCARBOXYLIC-ACIDS
E. Klocke et al., ELECTROORGANIC SYNTHESIS .55. INFLUENCES ON THE SELECTIVITY OF THE KOLBE VERSUS THE NON-KOLBE ELECTROLYSIS IN THE ANODIC DECARBOXYLATION OFCARBOXYLIC-ACIDS, Chemische Berichte, 126(7), 1993, pp. 1623-1630
The anodic decarboxylation of 3-oxanonanoic acid (2a) and 3-oxapentade
canoic acid (2b) in methanol leads exclusively to products of the non-
Kolbe electrolysis. The influence of coelectrolysis, solvent, current
density, degree of neutralization and chain length of the alkoxy group
on the anodic decarboxylation of 2a, b have been investigated. An ext
ended alkyl chain in the alkoxy group, coelectrolysis with long-chain
fatty acids, ethanol or dimethylformamide as solvent, and a high curre
nt density favor the Kolbe coupling against the non-Kolbe electrolysis
.