Density functional theory study of electroreductive hydrocoupling of alpha,beta-unsaturated carbonyl compounds.
[reaction: see text] The electroreductive hydrocoupling of methyl cinnamate, methyl crotonate, cumarin, and benzalacetone was studied by DFT (B3LYP/6-311++ G**) calculations. The computational outcomes for the transition states in the hydrocoupling of anion radicals generated by a one-electron transfer to the alpha,beta-unsaturated carbonyl compounds well agree with the diastereoselectivities in the experimental results previously reported.
Kise
Naoki
N
Department of Biotechnology, Faculty of Engineering, Tottori University, Koyama, Tottori 680-8552, Japan. kise@bio.tottori-u.ac.jp
D004583:Electrons; D007659:Ketones / Q000737:chemistry*; D008958:Models, Molecular; D013816:Thermodynamics
D007659:Ketones