The syntheses of i mi nes of 2,2,4,4tetra p hen yl but -3ena I, 3,3 -d imet hyl -5 5dip henyl pent -4 -en -2 -one, and 2,2-dimethyl-l,4,4-triphenylbut-3-en-l -one are described. The results of the irradiation of these and of 2,2-dimethyl-4,4-diphenylbut-3-enonitrile and 2,2-dimethyl-4,4-diphenylbut-3-enal oxime are discussed. The N-isopropyl imine of 2,2,4,4-tetraphenylbut-3-enal and the N-phenyl and benzyl imines of 3,3-dimethyl-5,5-diphenylpent-4-en-2-one undergo the 1 -aza-di-n-methane rearrangement.

Prolonged reaction of some ketones with benzylamine at reflux converts them into CC-benzyl derivatives by a route involving Aldol condensation of the related ketimine with benzaldimine followed by exclusive reduction of the resultant C-C double bond. Reduction does not occur when pure benzylamine is used under oxygen-free nitrogen, however the inclusion of a trace of benzaldehyde restores the efficiency of the reaction. Treatment of several ketones in this manner established the scope of the process. When the reaction was extended to the reduction of x,p-unsaturated enones again using benzylamine, reaction times were shorter and the product yield greater. The possibility that the reductive step was an