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Sterically Bulky Thioureas as Air- and Moisture-Stable Ligands for Pd-Catalyzed Heck Reactions of Aryl Halides

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journal contribution
posted on 13.05.2004, 00:00 by Dan Yang, Ying-Chun Chen, Nian-Yong Zhu
We demonstrate that sterically bulky N,N‘-disubstituted cyclic thiourea−Pd(0) complexes are air- and moisture-stable and highly active catalysts for palladium-catalyzed Heck reaction of aryl iodides and bromides with olefins (TONs up to 500 000 for the reaction of PhI and methyl acrylate). Even activated aryl chlorides can undergo complete conversion in Bu4NBr in the presence of 1 mol % Pd catalyst.