Synthesis of vinyl phosphonates from aliphatic alkynes catalyzed by CuNPs/ZnO. A DFT study of the reaction mechanism, effect of the catalyst and solvent.

L. FORTUNATO; G. RADIVOY; V. DORN

Congreso; 19th Electronic Conference on Synthetic Organic Chemistry (19th ECSOC); 2015

Copper nanoparticles (CuNPs) supported on ZnO have shown to effectively catalyze the direct synthesis of vinyl phosphonates from aliphatic alkynes and diethylphosphite in MeCN as solvent, under air and in the absence of any additive or ligand. A copper-catalyzed anti-Markovnikov hydrophosphorylation process, that implies an active role of CuNPs/ZnO and acetonitrile atdifferent stages of the reaction, is proposed as a plausible reaction mechanism based on the experimental and DFT studies.