The Study of Catalysis Mechanism in “Copper- and Ligand-Free” Sonogashira Reaction Using the Analysis of Phase Trajectories

Abstract

The results are presented on the comparative studies of the differential selectivity patterns in “copper- and ligand-free” Sonogashira reaction under so-called artificial multiroutness aimed at the distinguishing between homogeneous and heterogeneous catalysis mechanisms. Using various amounts of soluble and insoluble heterogeneous catalyst precursors resulted in the same values of the differential selectivity of competing aryl iodides, of arylacetylenes, or of the reaction products. The observed patterns conform to the hypothesis about Sonogashira reaction proceeding through homogeneous catalysis mechanism even when heterogeneous insoluble catalyst precursors are used.