Stereospecific co-crystallization of reactant and palladium complex in the resolution of stilbendiamine using N*-chiral ortho-palladated matrix

摘要

Resolution of racemic 1,2-diphenyl-1,2-ethanediamine was performed.through recrystallization of its diastereomeric adducts 2a,b with N*-chiral ortho-palladated complex (ScRN)-1. The structure and absolute configuration of the less soluble (ScRN,SS)-2a diastereomer was determined by X-ray diffraction. The complex has an unusual dimeric structure with a palladacycle:diamine ratio of 2:3; the association of 2a with an additional diamine molecule of the same (SS) absolute configuration is achieved due to hydrogen bonds between the coordinated and solvate diamine. (C) 1998 Elsevier Science Ltd. All rights reserved. [References: 14]