N-Heterocyclic carbene ligands derived from C 2 -symmetric diamine with naphthyl side chains are introduced as chiral monodentate ligands, and their palladium complexes (NHC)Pd(cin)Cl are prepared. These compounds exist as a mixture of diastereomers, and the palladium complexes can be successfully separated. When used in the asymmetric Suzuki–Miyaura and Kumada coupling, chiral biaryls can be obtained in high yield and moderate selectivity.
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Dorta et al. (2013) studied this question.