Abstract

The crystal structures of six planar chiral N-heterocyclic carbene (NHC) precursors and one NHC–Rh complex derived from [2.2]paracyclophane were described. The NHC–metal complexes were prepared to examine their catalytic activities toward the Rh-catalyzed asymmetric addition of phenylboronic acid to 1-naphthaldehyde. The results were correlated to the single-crystal crystallographic studies. The novel NHC precursor 5 can achieve high catalytic activity in the asymmetric addition of phenylboronic acid to 1-naphthaldehyde.

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