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Catalytic reduction of aryl trialkylammonium salts to aryl silanes and arenes†
Chemical Science ( IF 7.6 ) Pub Date : 2019-04-26 00:00:00 , DOI: 10.1039/c9sc01083a Alexander W. Rand 1, 2, 3, 4 , John Montgomery 1, 2, 3, 4
Chemical Science ( IF 7.6 ) Pub Date : 2019-04-26 00:00:00 , DOI: 10.1039/c9sc01083a Alexander W. Rand 1, 2, 3, 4 , John Montgomery 1, 2, 3, 4
Affiliation
A new approach for the reduction of aryl ammonium salts to arenes or aryl silanes using nickel catalysis is reported. This method displays excellent ligand-controlled selectivity based on the N-heterocyclic carbene (NHC) ligand employed. Utilizing a large NHC in non-polar solvents generates aryl silanes, while small NHCs in polar solvents promote reduction to arenes. Several classes of aryl silanes can be accessed from simple aniline building blocks, including those useful for cross-couplings, oxidations, and halogenations. The reaction conditions are mild, functional group tolerant, and provide efficient access to a variety of benzene derivatives.
中文翻译:
芳基三烷基铵盐催化还原成芳基硅烷和芳烃†
报道了一种使用镍催化将芳基铵盐还原为芳烃或芳基硅烷的新方法。该方法基于使用的N杂环卡宾(NHC)配体显示出出色的配体控制选择性。在非极性溶剂中使用较大的NHC会生成芳基硅烷,而在极性溶剂中使用较小的NHC会促进还原为芳烃。可以从简单的苯胺结构单元中获得几类芳基硅烷,包括可用于交叉偶联,氧化和卤化的那些。反应条件温和,可耐受官能团,可有效接触各种苯衍生物。
更新日期:2019-04-26
中文翻译:
芳基三烷基铵盐催化还原成芳基硅烷和芳烃†
报道了一种使用镍催化将芳基铵盐还原为芳烃或芳基硅烷的新方法。该方法基于使用的N杂环卡宾(NHC)配体显示出出色的配体控制选择性。在非极性溶剂中使用较大的NHC会生成芳基硅烷,而在极性溶剂中使用较小的NHC会促进还原为芳烃。可以从简单的苯胺结构单元中获得几类芳基硅烷,包括可用于交叉偶联,氧化和卤化的那些。反应条件温和,可耐受官能团,可有效接触各种苯衍生物。