Computational characterization of a complete palladium-catalyzed cross-coupling process: the associative transmetalation in the Stille reaction.
[reaction: see text] The species presumably involved in the associative ligand substitution mechanism for the Stille cross coupling of vinyl bromide and trimethylvinyl stannane with Pd(PMe(3))(2)/PMe(3) as catalysts in DMF (as ligand and solvent) have been structurally and energetically characterized. The cyclic four-coordinate transition state for the rate-determining transmetalation step explains the retention of configuration in the Stille coupling of chiral nonracemic alkyl stannanes.
Alvarez
Rosana
R
Departamento de Química Orgánica, Universidade de Vigo, Lagoas-Marcosende, Spain.
Faza
Olalla Nieto
ON
López
Carlos Silva
CS
de Lera
Angel R
AR