6533b834fe1ef96bd129d8a7

RESEARCH PRODUCT

Electrocarboxylation of Benzyl Halides through Redox Catalysis on the Preparative Scale

Giuseppe SilvestriLaurent ThouinOnofrio ScialdoneChristian AmatoreAlessandro GaliaJean-noël Verpeaux

subject

chemistry.chemical_classification010405 organic chemistryChemistryCarboxylic acidOrganic ChemistryInorganic chemistryHalideHomogeneous catalysisGeneral Chemistry[CHIM.CATA]Chemical Sciences/Catalysis010402 general chemistryElectrochemistry01 natural sciencesRedoxCatalysis0104 chemical sciencesCatalysisCarboxylationYield (chemistry)benzyl halides • carbon dioxide • carboxylation • electrochemistry • homogeneous catalysisComputingMilieux_MISCELLANEOUS

description

The electrocarboxylation of benzyl halides to the corresponding carboxylic acids through homogeneous charge-transfer catalysis was investigated both theoretically and experimentally to determine the influence of the operative parameters on the yield of the process and on the catalyst consumption. Theoretical considerations, based on fast kinetics of redox catalysis, were confirmed by the electrocarboxylation of 1-phenyl-1-chloroethane catalyzed by 1,3-benzenedicarboxylic acid di methyl ester performed at a carbon cathode under different operative conditions. We obtained high yields of the target carboxylic acid and experienced a low catalyst consumption by operating with optimized [RX]bulk/[CO2]bulk and [RX] bulk/[catalyst] ratios.

10.1002/chem.200501499https://hal.science/hal-00158045