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Copper-Catalyzed Site-Selective Electrophilic Aromatic Alkylation of Monosubstituted Simple Arenes
Organic Letters ( IF 5.2 ) Pub Date : 2024-03-24 , DOI: 10.1021/acs.orglett.4c00475
Wanting Fu 1 , Jing Tian 1 , Yuanli Ding 1 , Xi Wang 1 , Meiyan Wang 2 , Zikun Wang 1, 3
Affiliation  

A copper-catalyzed highly para-selective electrophilic aromatic alkylation of monosubstituted simple arenes has been accomplished. This method provides a practical platform for the transformation from simple commercial arenes to well-defined di- and multisubstituted aromatics with high added value. Control experiments and DFT calculations reveal that the achievement of the excellent site-selectivity is ascribed to the controlled deprotonation of the Wheland intermediates. Remarkably, the type of alkylating regent has been shown to have a significant impact on site-selectivity.

中文翻译:

铜催化单取代简单芳烃的位点选择性亲电芳香烷基化

已经完成了铜催化的单取代简单芳烃的高度对位选择性亲电芳族烷基化。该方法为从简单的商业芳烃转化为具有高附加值的明确的二取代和多取代芳烃提供了一个实用的平台。对照实验和 DFT 计算表明,优异的位点选择性的实现归因于 Wheland 中间体的受控去质子化。值得注意的是,烷基化试剂的类型已被证明对位点选择性具有显着影响。
更新日期:2024-03-24
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