Palladium α-chlorovinyl complexes: Synthesis and reactivity

ORGN 139

Nancy E. Carpenter, carpenne@morris.umn.edu1, Kristopher McNeill2, Jenna Benson1, and Alicia A. Peterson, apeterson@chem.umn.edu2. (1) Division of Science & Mathematics, University of Minnesota Morris, 600 E. 4th St., Morris, MN 56267, (2) Department of Chemistry, University of Minnesota, Minneapolis, MN 55455
Palladium α-chlorovinyl complexes, proposed intermediates in the dehalogenation of industrial solvents by zerovalent transition metal barriers as well as in the synthetically valuable Heck reaction, have been prepared from oxidative addition of the chlorinated ethylene to a zerovalent palladium complex. A variety of chlorovinyl complexes were prepared and characterized by 1H, 13C and 31P NMR spectra. The reactivity of these complexes has been investigated in the context of redox chemistry and the Heck reaction in order to more fully elucidate their mechanistic role in these processes.