Copper-free Sonogashira coupling reaction catalyzed by MCM-41-supported thioether palladium(0) complex in water under aerobic conditions

作者: Mingzhong Cai , Qiuhua Xu , Junchao Sha

DOI: 10.1016/J.MOLCATA.2007.03.055

关键词:

摘要: The MCM-41-supported thioether palladium(0) complex is a highly active catalyst for the copper-free Sonogashira coupling of aryl iodides with terminal alkynes in water at room temperature under aerobic conditions. This phosphine-free heterogeneous palladium can be easily recovered from products and reused many times without loss activity.

参考文章(38)
Christian P. Mehnert, David W. Weaver, Jackie Y. Ying, Heterogeneous Heck Catalysis with Palladium-Grafted Molecular Sieves Journal of the American Chemical Society. ,vol. 120, pp. 12289- 12296 ,(1998) , 10.1021/JA971637U
David E. Bergbreiter, Yun-Shan Liu, Water-soluble polymer-bound, recoverable palladium(0)-phosphine catalysts Tetrahedron Letters. ,vol. 38, pp. 7843- 7846 ,(1997) , 10.1016/S0040-4039(97)10130-7
Máté Erdélyi, Adolf Gogoll, None, Rapid Homogeneous-Phase Sonogashira Coupling Reactions Using Controlled Microwave Heating Journal of Organic Chemistry. ,vol. 66, pp. 4165- 4169 ,(2001) , 10.1021/JO0057250
J. S. Beck, J. C. Vartuli, W. J. Roth, M. E. Leonowicz, C. T. Kresge, K. D. Schmitt, C. T. W. Chu, D. H. Olson, E. W. Sheppard, S. B. McCullen, J. B. Higgins, J. L. Schlenker, A new family of mesoporous molecular sieves prepared with liquid crystal templates Journal of the American Chemical Society. ,vol. 114, pp. 10834- 10843 ,(1992) , 10.1021/JA00053A020
Hengquan Yang, Gaoyong Zhang, Xinlin Hong, Yinyan Zhu, Dicyano-functionalized MCM-41 anchored-palladium complexes as recoverable catalysts for Heck reaction Journal of Molecular Catalysis A: Chemical. ,vol. 210, pp. 143- 148 ,(2004) , 10.1016/J.MOLCATA.2003.09.009
Jianmin Zhou, Renxian Zhou, Liuye Mo, Shaofen Zhao, Xiaoming Zheng, MCM-41 supported aminopropylsiloxane palladium(0) complex: a highly active and stereoselective catalyst for Heck reaction Journal of Molecular Catalysis A-chemical. ,vol. 178, pp. 289- 292 ,(2002) , 10.1016/S1381-1169(01)00245-X
Kausik Mukhopadhyay, Bibhas R. Sarkar, Raghunath V. Chaudhari, Anchored Pd complex in MCM-41 and MCM-48: novel heterogeneous catalysts for hydrocarboxylation of aryl olefins and alcohols. Journal of the American Chemical Society. ,vol. 124, pp. 9692- 9693 ,(2002) , 10.1021/JA025991Q
Rik R. Tykwinski, Evolution in the Palladium-Catalyzed Cross-Coupling of sp- and sp2-Hybridized Carbon Atoms Angewandte Chemie International Edition. ,vol. 42, pp. 1566- 1568 ,(2003) , 10.1002/ANIE.200201617
Atsunori Mori, Jun Kawashima, Tomohiro Shimada, Masahiro Suguro, Kazunori Hirabayashi, Yasushi Nishihara, Non-Sonogashira-Type Palladium-Catalyzed Coupling Reactions of Terminal Alkynes Assisted by Silver(I) Oxide or Tetrabutylammonium Fluoride Organic Letters. ,vol. 2, pp. 2935- 2937 ,(2000) , 10.1021/OL0061586
Chun-Jing Liu, Shou-Gui Li, Wen-Qin Pang, Chi-Ming Che, Ruthenium porphyrin encapsulated in modified mesoporous molecular sieve MCM-41 for alkene oxidation Chemical Communications. pp. 65- 66 ,(1997) , 10.1039/A605721G