ELECTROORGANIC SYNTHESIS .55. INFLUENCES ON THE SELECTIVITY OF THE KOLBE VERSUS THE NON-KOLBE ELECTROLYSIS IN THE ANODIC DECARBOXYLATION OFCARBOXYLIC-ACIDS

Citation
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
Citations number
35
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00092940
Volume
126
Issue
7
Year of publication
1993
Pages
1623 - 1630
Database
ISI
SICI code
0009-2940(1993)126:7<1623:ES.IOT>2.0.ZU;2-7
Abstract
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 .