1.2- Dicyanobenzene electrochemical reduction

The photo-induced electron transfer of l,4-bis(methylene)cyclohexane in acetonitrile-methanol solution with 1,4-dicyanobenzene (DCB) affords two products, both consistent with nucleophilic attack on the radical cation followed by reduction and protonation or by combination with DCB ).63 In the absence of a nucleophile, the product mixture is highly complex, as is the case under electro-oxidative conditions. Under UV irradiation, /nmv-stilbene undergoes dimerization and oxygenation (to benzaldehyde) by a single-electron mechanism in the presence of a sensitizer such as 2,4,6-triphenylpyrilium tetrafluoroborate (TPT).64 This reaction was found to yield a similar product mixture with the sulfur analogue of TPT and their relative merits as well as electrochemical and photophysical properties are discussed. 

Oxo Mo porphyrin complexes, MoO(por) (190), are formed by chemical,736 electrochemical,328 or photochemical599 reduction (through Mo-X homolysis) of trans-MoO(por)X (191) species (Scheme 8). These compounds were fully described in previous reviews.3,330 Borschel and Strahle prepared a violet form of MoOPc (249) from the reaction of Mo(CO)6 and 1,2-dicyanobenzene in a sealed tube (Scheme 11). A square pyramidal structure with an apical oxo group (d(Mo=0) 1.668(6) A) was established.608 A second blue modification, prepared by reacting ammonium molybdate or Mo02C12 with 1,2-dicyanobenzene in a sealed tube, and the interconversion of the two forms, has been reported.530,737... 

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