785795-55-3Relevant academic research and scientific papers
Combined experimental and computational investigation of the mechanism of nickel-catalyzed three-component addition processes
Hratchian, Hrant P.,Chowdhury, Sanjoy K.,Gutierrez-Garcia, Victor M.,Amarasinghe, Kande K.D.,Heeg, Mary Jane,Schlegel, H. Bernhard,Montgomery, John
, p. 4636 - 4646 (2004)
The mechanism of nickel-catalyzed couplings of an enone, alkyne, and organozinc has been studied. Adducts of the substrates with nickel(0) have been isolated and characterized, and their reactivity was examined. A potential intermediate was demonstrated to not be kinetically competent in catalytic cyclizations. A computational approach employing the B3LYP density functional method and the 6-31G(d) basis set was used to examine mechanistic possibilities that were consistent with experimental observations, and a modified mechanism for the catalytic cyclizations was formulated. The newly proposed mechanism involves production of an active catalyst that involves a novel interaction between Ni(0) and dimethylzinc.
