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Mechanism of Photoaddition of Aniline to Substituted Anthracenes
Selvarajan, N.,Vaidyanathan, S.,Rao, V. R.,Ramakrishnan, V.
, p. 784 - 785 (2007/10/02)
Photoaddition of aniline to substituted anthracene involves an exciplex as the intermediate.The photoreaction is suppressed in polar media while fluorescence quenching is not strongly sensitive to solvent polarity.Substituents in 9- and 10- positions of anthracene markedly affect the photoreactivity without producing a commensurate reduction in the fluorescence quenching.These facts are consistant with the mechanism proposed earlier (Indian J.Chem., 13 (1975), 257).In the exciplex electron transfer takes place followed by a proton transfer from the amine to the hydrocarbon.The aniline moiety of the radical pair rotates and couples to yield the 1:1 adduct.
