Tetrahedron p. 6285 - 6292 (1986)
Update date:2022-08-11
Topics:
Fox, Marye Anne
Younathan, Janet N.
Photocatalytic oxidation of several primary aliphatic amines on irradiated TiO2 powders suspended in anhydrous acetonitrile led to good yields of the corresponding symmetrical N-alkylidene amines.Mechanistic electrochemical investigation of the reaction revealed intermediate formation of an immonium cation in an ECE route.This species is generated via electrooxidation of an α-amino radical formed by deprotonation of the primary oxidation product, an aminium cation radical.The influence of the metal oxide surface on radical cation reactivity is discussed.
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(1960)