Highly-efficient and recyclable nanosized MCM-41 anchored palladium bipyridyl complex-catalyzed coupling of acyl chlorides and terminal alkynes for the formation of ynones |
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Authors: | Jun-You Chen Szu-Chien Chen Chung-Yuan Mou |
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Institution: | a Institute of Organic and Polymeric Materials, National Taipei University of Technology, 1, Sec. 3, Chung-Hsiao E. Rd., Taipei 106, Taiwan b Department of Chemistry, National Taiwan University, Taipei 106, Taiwan |
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Abstract: | A highly-efficient and practical method for the formation of ynones from a variety of acyl chlorides and terminal alkynes catalyzed by a nanosized MCM-41 anchored palladium bipyridyl complex is described herein. Aroyl, heteroaroyl, and alkyl acyl chlorides were easily coupled with terminal alkynes, giving good to high isolated yields in the presence of a very low catalyst loading (0.002-0.1 mol % Pd) in Et3N or diisopropylethylamine at 50 °C. Furthermore, the reaction scale was up to 150 mmol for a single batch reaction, providing the potential for practically synthetic application. After centrifugation, the supported catalyst was able to be recycled and reused several times with only a slight decrease in activity. |
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Keywords: | Palladium bipyridyl complex Mesoporous silica Recyclable catalyst Acyl chloride Ynone |
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