Thiopseudourea ligated palladium complexes: synthesis, characterization and application as catalysts for Suzuki-Miyaura, Sonogashira, Heck and Hiyama reactions

被引：34

作者：

Srinivas, Keesara ^{[1
]}

Srinivas, Pottabathula

Prathima, Parvathaneni Sai

Balaswamy, Kodicherla

Sridhar, Balsubramanian ^{[1
]}

Rao, Mandapati Mohan

机构：

[1] Indian Inst Chem Technol, Xray Crystallog Ctr, Hyderabad 500607, Andhra Pradesh, India

来源：

CATALYSIS SCIENCE & TECHNOLOGY | 2012年 / 2卷 / 06期

关键词：

N-HETEROCYCLIC CARBENE; CROSS-COUPLING REACTIONS; HIGHLY EFFICIENT; ARYL CHLORIDES; PD(II) CATALYSTS; IONIC LIQUID; LIGANDS; HYDRAZONE; IMIDAZOLE; PRECURSOR;

D O I：

10.1039/c2cy00542e

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A series of new non-phosphine 1-(2-picolyl)-3-benzoylsubstituted-2-benzyl-2-thiopseudourea ligands 2a-2f have been synthesized in two steps from commercially available benzoyl chlorides. Treatment of these ligands with Pd(OAc)(2) in a 1 : 1 molar ratio in dichloromethane (DCM) at room temperature provided convenient access to the corresponding N,N,O-tridentate palladium(II) complexes [Pd(OAc){ArCONHC(=N(CH2Py)}SCH2C6H5] (Ar = C6H5 (3a); 4-F-C6H4 (3b); 4-Br-C6H4 (3c); 4-I-C6H4 (3d); 4-Me-C6H4 (3e); 3,4,5-(OMe)(3)-C6H2 (3f)) in almost quantitative yields. The new ligands and their palladium complexes were characterized by NMR, IR, ESIMS, and HRMS analysis. The molecular structure of complex 3c has been determined by X-ray single-crystal diffraction. These Pd(II) complexes have been used as catalysts for the Suzuki-Miyaura, Sonogashira, Heck and Hiyama cross-coupling reactions.

引用

页码：1180 / 1187

页数：8

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