41446-61-1Relevant academic research and scientific papers
Z/E-Isomerization of Unsaturated Carboxylic Acids during the Kolbe Electrolysis
Huhtasaari, Matti,Schaefer, Hans J.,Luftmann, Heinrich
, p. 537 - 548 (2007/10/02)
Z-4-Enoic acids partially isomerize to E-configurated products in the Kolbe electrolysis.The results from methyl and deuterium labelled carboxylic acids 2 and 16 support an isomerization via a reversible ring closure to cyclopropylcarbinyl radicals.The double bonds of Z-N-enoic acids with N>/= 5 fully retain their configuration in the Kolbe electrolysis; for N=6,7 cyclic products are formed to some extent, which is in accord with the reactivity of 5- and 6-alkenyl radicals.
