Regioselectivity in metallation reactions of 2-(2'-naphthyl)pyridine: 1'-versus 3'-reactivity in mercuration and palladation reactions. Crystal structure of chloro(pyridine)3,N>palladium

Article abstract of DOI:10.1016/0022-328X(94)05367-K

Regioselectivity is found to vary with the reagent in cyclometallation reactions of 2-(2'-naphthyl)pyridine.Mercuration produces a mixture of 1'- and 3'-naphthyl metallated species with the 1'-substituted material as the major product.Palladation results in clean 3'-naphthyl metallation, as confirmed by the crystal structure of the pyridine derivative chloro(pyridine)<2-(2'-pyridinyl)naphthyl-C³,N>palladium. Keywords: Mercury; Palladium; Cyclometallation; Crystal structure