Effects of conjugation and the conformational structure of aromatic selenides

Conclusions In the aromatic selenides, in contrast to the corresponding sulfides, the partial steric inhibition of the conjugation of the Se atom with the aromatic -system occurs. The appreciable content (30%) of the plane conformer is observed in compounds with the tertiary and quaternary -carbon atoms of the alkyl group; this explains the weak -donor properties of Se in relation to the aromatic fragment.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 64–69, January, 1989.The authors thank V. M. Bzhezovskii for helpful discussions, as well as V. I. Mamatyuk, R. G. Kostyanovskii, and I. I. Chervin for allowing the possibility of registering the¹³C NMR spectra of some of the investigated compounds.