Abstract
The reaction of Pd(OAc)2 with N,N'–di(4‒tolyl)thiourea and N,N'–bis(2‒anisyl)thiourea were explored to understand the influence of subtle steric/electronic properties of the substituents on the aryl rings of thiourea upon the structure of the resulting compounds. Pd(OAc)2 upon reaction with two equivalents of N,N′–di(4–tolyl)thiourea and N,N'–bis(2–anisyl)thiourea separately in toluene at 60°C afforded bis-chelated complexes [Pd{κ2(N,S)‒(C(NAr)(S)(ArNH)}2] [Ar = C6H4Me‒4 (1), C6H4(OMe)‒2 (2)] in 78 and 86% yields, respectively. Complexes 1 and 2 were characterized by microanalytical, FT-IR, 1H NMR spectroscopic data and single crystal X-ray diffraction analyses. Both the complexes were studied for their potential catalytic efficacy towards Suzuki-Miyaura (i.e., C−C coupling) reactions. They exhibited fair to excellent catalytic ability towards such catalytic reactions at very low catalyst loading (Cat. load. 0.01 mol%) allowing the use of various aryl bromides as substrates. Complex 2 showed relatively higher catalytic activity as compared to complex 1.
Published Version
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