It is shown that vitamin B12-dependent enzymes; involving the cobalt atoms as a catalytic center, mediate various isomerization reactions accompanied by carbon skeleton rearrangements. The rearrangements were investigated using the hydrophobic vitamin B12 derivatives under electrochemical conditions. As shown, the electrochemical carbon-skeleton rearrangements proceed via formation of anionic intermediates during the electrolysis of alkyl halides with various electron-seeking groups. The data suggest that the migration of a phenyl group on the β-carbon atom results in the formation of a radical intermediate. The enantiomer type is shown to be dependent on the hydrophobic vitamin B12 nature.
|Number of pages||9|
|Journal||Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry|
|Publication status||Published - Oct 1996|
All Science Journal Classification (ASJC) codes
- Organic Chemistry