Herein, we describe the synthesis of a series of rac-N,N'-dibenzylpropane-2-aryl-substituted imidazolidines prepared from the corresponding aromatic aldehydes and two N,N'-dibenzylpropane-1,2-diamines, namely rac-N,N'-dibenzylpropane-1,2-diamine 3a and rac-2,2'-[propane-1,2-diylbis(iminomethanediyl)]diphenol 3b, produced by the NaBH4 reduction of the corresponding diimines of benzaldehyde and salicylaldehyde. Keywords: Bridged bis(phenol), 5-endo-trig, Imidazolidines, Salan, Stereoselectivity, vic-1, 2-diamines.