Mechanistic Insights into the Aerobic Cu(I)-Catalyzed Cross-Coupling of S-Acyl Thiosalicylamide Thiol Esters and Boronic Acids.

ABSTRACT: The Density Functional Theory (DFT) method is used to elucidate the nature of the active species and the mechanism of the aerobic Cu^I-catalyzed cross-coupling of S-acyl thiosalicylamide thiol esters and boronic acids reported previously (J. Am. Chem. Soc.2007, 129, 15734-15735; Angew. Chem., Int. Ed.2009,48, 1417-1421). The energetically lowest isomer of the proposed active species [LC(O)R¹]Cu-(O₂)-Cu[LC(O)R¹]²⁺, 2a, (where L = thiolatosalicylamide) is found to be I1_(OO,OO) with a μ-η²:η²-peroxo Cu₂O₂-core, while its isomers I2_(OO,OO) with a bis-(μ-O) Cu₂O_2</

SUBMITTER: Varela-Alvarez A 

PROVIDER: S-EPMC3615568 | biostudies-literature | 2012 Nov

REPOSITORIES: biostudies-literature