Iron(II) and Copper(I) Control the Total Regioselectivity in the Hydrobromination of Alkenes
作者:Daniel A. Cruz、Victoria Sinka、Pedro de Armas、Hugo Sebastian Steingruber、Israel Fernández、Víctor S. Martín、Pedro O. Miranda、Juan I. Padrón
DOI:10.1021/acs.orglett.1c02186
日期:2021.8.6
A new method that allows the complete control of the regioselectivity of the hydrobromination reaction of alkenes is described. Herein, we report a radical procedure with TMSBr and oxygen as common reagents, where the formation of the anti-Markovnikov product occurs in the presence of parts per million amounts of the Cu(I) species and the formation of the Markovnikov product occurs in the presence
描述了一种可以完全控制烯烃氢溴化反应的区域选择性的新方法。在此,我们报告了一种使用 TMSBr 和氧作为常用试剂的自由基过程,其中在存在百万分之几的 Cu(I) 物种的情况下,反马尔可夫尼科夫产物的形成发生,而马尔可夫尼科夫产物的形成发生在存在 30 mol% 的溴化铁 (II)。密度泛函理论计算结合福井的激进磁化率支持获得的结果。