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Abstract
Pd-catalyzed cross-coupling giving aryl–aryl, alkenyl–aryl, aryl–alkenyl, alkynyl–aryl, and alkynyl–alkenyl products exhibited ultra-high turnover numbers (TONs) of 0.7×10~0.69×10 by using organozincs generated in situ by treatment of the corresponding organolithiums with dry ZnBr2. Additionally, the hydrozirconation–Pd-catalyzed cross-coupling tandem processes via treatment of 1-alkynes with Bu2AlH-ZrCp2Cl2 followed by selective (≥98%) alkenyl–alkenyl coupling with either (E)or (Z)-ethyl 3-bromoacrylate exhibited high TONs of 0.9×10~0.81×10. Furthermore, Pd-catalyzed cross-coupling of 2-thienylzinc bromide and 1iodo-4-nitrobenzene also showed a high TON of 0.87×10.
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