title: Density functional computations of enantioselective alkynylation of aldehyde catalyzed by chiral zinc(II)-complexes.
abstract: The enantioselective alkynylation of aldehyde catalyzed by chiral zinc(II)-complexes was studied by means of the density functional theory (DFT). All the structures were optimized completely at the B3LYP/6-31G(d,p) level. To obtain more exact energies, single-point energy calculations at B3LYP/6-31+G(d,p) level were carried out on the B3LYP/6-31G(d,p) geometries. As shown, this enantioselective alkynylation was endothermic. The chirality-determining step for the alkynylation was the formation of the catalyst-ethanol complexes and the transition states for this step involved a six-membered ring. The dominant products predicted theoretically were of (R)-chirality, in good agreement with experiment. [Structure: see text].
authors.affiliation: Department of Chemistry and Material Science, Shandong Agricultural University, Taian, Shandong, 271018, People's Republic of China.
authors.forename: Qingxi
authors.initials: Q
authors.lastname: Meng
authors.forename: Ming
authors.initials: M
authors.lastname: Li
authors.forename: Jinsheng
authors.initials: J
authors.lastname: Zhang
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000478:Alkylation; D002384:Catalysis; D003201:Computers; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism; D017967:Zinc Compounds / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D017967:Zinc Compounds