4.8 Article

An efficient palladium catalyzed Mizoroki-Heck cross-coupling in water

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GREEN CHEMISTRY
卷 19, 期 24, 页码 5958-5970

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c7gc02869e

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  1. Science & Engineering Research Board, Department of Science and Technology (SERB-DST), New Delhi, Government of India [PDF/2015/000569]

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The homogeneous Pd-catalysed Mizoroki-Heck coupling reaction was successfully performed in water in the absence of any additives under aerobic conditions. The various key reaction parameters that affect the yield of the desired cross-coupling product were optimized. The Pd(PPh3)(4)/Et3N/H2O/98 degrees C catalyst system was found to be highly active (TOF = 12 to 14 h(-1)) towards achieving excellent yield of the Mizoroki-Heck coupling products for a wide range of electron-withdrawing as well as electron-donating aryl bromides and chlorides in the shortest reaction time. Pd(PPh3) 4 catalyst deactivation during the Mizoroki-Heck coupling reaction was investigated and to evolve a strategy for achieving ten times Pd-metal recyclability without appreciable loss of its activity. Thus, the proposed mechanism provides access to a variety of olefins in aqueous medium, making this protocol eco-friendly.

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