Me. Hedrera et al., 1H-4,5,6,7-tetrahydro-1,3-diazepines. Part II: Basicity and hydrolysis of 1,2-diaryl derivatives, J HETERO CH, 38(4), 2001, pp. 895-900
Basicity and alkaline hydrolysis of 1,2-diaryl-1H-4,5,6,7-tetrahydro-1,3-di
azepines 1 are studied. Results are analyzed on the basis of Hammett and Sw
ain-Lupton constants, finding good structure-basicity correlation when both
, inductive and mesomeric effects, are considered together. Regioselectivit
y is observed in the alkaline hydrolysis of compounds 1, and it is analyzed
in light of the stereoelectronic control theory. Results are compared with
those previously obtained for five and six membered ring homologues: 1H-4,
5-dihydroimidazoles and 1,4,5,6-tetrahydropyirimidines respectively.