title: Transformations of F-Alkyl Iodides and Bromides Induced by Nickel(0) Carbonyl.
abstract: Adducts of primary F-alkyl iodides with nickel carbonyl are formed readily in donor solvents and pyrolyze at 100-150 degrees C to give olefinic coupling products in high yield. The mechanism proposed to account for the observed chemistry involves preferential alpha-elimination of fluorine with formation of a carbenoid species complex coordinated to nickel. Differences in reaction paths among several types of substrate halides are rationalized on the basis of polarization of the Ni-C bond in the adducts. Support for these proposals is provided by state-of-the-art calculations.
authors.affiliation: Environmental Molecular Sciences Laboratory, Pacific Northwest National Laboratory, P.O. Box 999 K1-83, Richland, Washington 99352.
authors.forename: Carl G.
authors.initials: CG
authors.lastname: Krespan
authors.forename: David A.
authors.initials: DA
authors.lastname: Dixon