Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
J Am Chem Soc. 2011 Nov 30;133(47):19020-3. doi: 10.1021/ja209235d. Epub 2011 Nov 8.
Nickel-catalyzed intermolecular benzylation and heterobenzylation of unactivated alkenes to provide functionalized allylbenzene derivatives are described. A wide range of both the benzyl chloride and alkene coupling partners are tolerated. In contrast to analogous palladium-catalyzed variants of this process, all reactions described herein employ electronically unbiased aliphatic olefins (including ethylene), proceed at room temperature, and provide 1,1-disubstituted olefins over the more commonly observed 1,2-disubstituted olefins with very high selectivity.
本文描述了镍催化的未活化烯烃的分子间苄基化和杂芳基化反应,可提供官能化的烯丙基苯衍生物。该反应可耐受广泛的苄基氯和烯烃偶联试剂。与该过程的类似钯催化变体相比,本文所描述的所有反应均采用电子中立的脂肪族烯烃(包括乙烯),在室温下进行,并且具有非常高的选择性,主要得到 1,1-二取代烯烃,而不是更常见的 1,2-二取代烯烃。