Abstract
p-Substituted phenyl-2-chlorovinyl ketones undergo two-electron reduction at mercury dropping electrode in 0.1M-H2SO4/CH3OH medium. Localization energy calculations have shown the carbon-halogen bond to be the reaction centre in these molecules containing three potential reaction centres; in accordance with results of preparative electrolysis the first reaction step consists in reductive splitting off of the halogen. The half-wave potential values of individual derivatives correlate successfully with the calculated values of localization energies; the deviations found with the non-substituted and phenylsubstituted derivatives differing from the other compounds by magnitude of their π electron system are ascribed to the approximations involved in the simple HMO method.
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