Iron(II) and Copper(I) Control the Total Regioselectivity in the Hydrobromination of Alkenes

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 of 30 mol % iron(II) bromide. Density functional theory calculations combined with Fukui’s radical susceptibilities support the obtained results.

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Bibliographic Details
Main Authors: Cruz, Daniel A., Sinka, Victoria, de Armas, Pedro, Steingruber, Hugo Sebastián, Fernández, Israel, Martín, Víctor S., Miranda, Pedro O., Padrón, Juan I.
Other Authors: Ministerio de Ciencia, Innovación y Universidades (España)
Format: artículo biblioteca
Language:English
Published: American Chemical Society 2021-08-06
Subjects:Hydrocarbons, Addition reactions, Oxygen, Chemical reactions, Selectivity,
Online Access:http://hdl.handle.net/10261/246803
http://dx.doi.org/10.13039/501100011033
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