The 1,3-diphenyl-2-azaallyl anion adds almost quantitatively to 2-phen
ylpropene with retention of the conformation of the anion. Two racemic
diastereoisomeric [3+2] cycloadducts, i.e. the corresponding pyrrolid
ines, are formed, in which both phenyl substituents derived from the a
nion are cis oriented. The structures of racemic 3-methyl-r-2,c-3,c-5-
triphenylpyrrolidine, C23H23N, (I), and 3-methyl-r-2,t-3,c-5-triphenyl
pyrrolidine, C23H23N, (II), were determined by X-ray analysis. There i
s no intermolecular hydrogen bonding in either crystal.