REDUCTION OF ALKENES AND CONJUGATED ALKENES
Alkenes and Phenylalkenes
In general the isolated alkene bond is not reducible under electrochemical conditions. The major exception to this rule is tetrakis(trifluoromethyl)ethene in which the substituents are strongly electron withdrawing by the inductive effect. Alkene conjugation lowers the energy level of the lowest π*-orbital so that polyenes and phenylethenes become reducible in the accessible potential range. Some relevant half-wave potentials are collected in Table 3.1. Reaction involves the addition of one electron to form the delocalised radical-anion. The radical-anions of conjugated alkenes are stable on the time scale of cyclic voltammetry. Addition of a second electron occurs ...
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