John E. Mahan

Reactions of 2-chlorophenyl acrylate with nickel(0) complexes. A metal- promoted cyclization reaction

Abstract At elevated temperatures, 2-chlorophenyl acrylate is converted to coumarin, 3,4-dihydrocoumarin, and several other products by the action of certain nickel(0) complexes. At 10 °C, a bis(triphenylphosphine)(2-chlorophenyl acrylate)nickel(0) complex can be isolated which produces the same organic products upon thermolysis. In one case, a nickel(I) complex was isolated from the thermolysis. 2-Iodophenyl acrylate yields a polymer and NiI(PPh3)3 when treated with Ni(PPh3)2(1,5-cyclooctadiene).