Effect of the Leaving Ligand X on Transmetalation of Organostannanes (vinylSnR₃) with L_nPd(Ar)(X) in Stille Cross-Coupling Reactions. A Density Functional Theory Study

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Abstract

Density functional theory calculations were carried out to study the effect of different leaving ligands X on transmetalation of organostannanes (vinylSnR3) with LnPd(Ar)(X) (X = Cl, Br, I), an important step found in Stille cross-coupling processes. The calculations indicate that the overall activation barriers for the transmetalation process increase in the following order: X = Cl < Br < I. The model phosphine ligands, PH3 and PMe3, were used to investigate this process. It was established that more electron-donating phosphine ligands significantly increase the overall transmetalation barriers.

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