A planar chiral non-metallocenic analogue of the most popular N,N-dimethylbenzylaminate palladacycleстатья
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Дата последнего поиска статьи во внешних источниках: 18 июля 2013 г.
Аннотация:A racemic planar chiral tertiary amine pCp-CH2NMe2 (HL1, pCp = [2.2]paracyclophane-4-yl) was prepared by aminomethylation of the bromide pCp-Br with Eschenmoser’s salt. Direct cyclopalladation of this new ligand with palladium(II) acetate results in the formation of the racemic CN-dimer rac-3 in a moderate yield of 64%. The enantiomerically pure dimer (Spl, Spl)-3 was obtained by the standard procedure of racemic palladacycle resolution using (SC)-prolinate as a chiral derivatising agent. The ortho-palladated structure, absolute configuration of the chiral plane and stereochemical peculiarities of the new CN-palladacycle were established by means of NMR spectroscopy and an X-ray diffraction study of its (SC)-prolinate derivative.