Synthesis, characterization and catalytic activity of new Pd(II) complex containing ∝-keto stabilized phosphonium yllide in green Mizoroki – Heck reaction protocol

Palladium-catalyzed Heck reaction is one of the most important C-C bond forming reactions for synthesis of drugs, fine chemicals, and natural products in laboratory as well as industrial scales [1]The utility of metalated phosphonium ylides in synthetic chemistry has been well documentedMizoroki-Heck cross-coupling reaction catalyzed by palladium complex containing a ligand (usually a phosphane) is one of the most important and reliable methods for the construction of biaryls, which are present in a wide range of natural products, pharmaceuticals and functional polymer material is the most commonly used catalytic system for the Mizoroki-Heck cross-coupling reaction [2]. In view of the economy and environmental aspects, the use of cheaper ligands such as phosphonium ylides instead of bis-phosphonium ylides as catalyst precursor and water as solvent provides another attractive route. Herein, we report the synthesis, characterization and application of new Pd(ll) complex ((p-tolyl)3P=CHCOC6H4(p-CN)) toward the Mizoroki-Heck cross-coupling reaction in aqueous media (Figure.1). Reaction of a-keto stabilized phosphonium ylides ((p-tolyl)3P=CHCOC6H4(p-CN)) with PdCL2 (COD) in 2:1 ratios leads to mono nuclear products of the type Characterization of the complex by IR, 31P, 1 H and 13CNMR spectroscopy confirmed coordination of the ylide to the metal through the carbon atom.