INQUISUR   21779
INSTITUTO DE QUIMICA DEL SUR
Unidad Ejecutora - UE
artículos
Título:
Iron(II) and Copper(I) Control the Total Regioselectivity in the Hydrobromination of Alkenes
Autor/es:
DE ARMAS, PEDRO; MARTÍN, VÍCTOR S.; CRUZ, DANIEL A.; STEINGRUBER, HUGO SEBASTIAN; MIRANDA, PEDRO O.; SINKA, VICTORIA; FERNÁNDEZ, ISRAEL; 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.