BECAS
STEINGRUBER Hugo Sebastian
artículos
Título:
Iron(II) and Copper(I) Control the Total Regioselectivity in the Hydrobromination of Alkenes
Autor/es:
CRUZ, DANIEL A.; SINKA, VICTORIA; DE ARMAS, PEDRO; STEINGRUBER, HUGO SEBASTIAN; FERNÁNDEZ, ISRAEL; MARTÍN, VÍCTOR S.; MIRANDA, PEDRO O.; PADRÓN, JUAN I.
Revista:
ORGANIC LETTERS
Editorial:
AMER CHEMICAL SOC
Referencias:
Año: 2021 vol. 23 p. 6105 - 6109
ISSN:
1523-7060
Resumen:
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.
