Iron-catalysed, general and operationally simple formal hydrogenation using Fe(OTf)(3) and NaBH(4)

An operationally simple and environmentally benign formal hydrogenation protocol has been developed using highly abundant iron(iii) salts and an inexpensive, bench stable, stoichiometric reductant, NaBH(4), in ethanol, under ambient conditions. This reaction has been applied to the reduction of term...

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Detalles Bibliográficos
Autores principales: MacNair, Alistair J., Tran, Ming-Ming, Nelson, Jennifer E., Sloan, G. Usherwood, Ironmonger, Alan, Thomas, Stephen P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2014
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4295815/
https://www.ncbi.nlm.nih.gov/pubmed/24914735
http://dx.doi.org/10.1039/c4ob00945b
Descripción
Sumario:An operationally simple and environmentally benign formal hydrogenation protocol has been developed using highly abundant iron(iii) salts and an inexpensive, bench stable, stoichiometric reductant, NaBH(4), in ethanol, under ambient conditions. This reaction has been applied to the reduction of terminal alkenes (22 examples, up to 95% yield) and nitro-groups (26 examples, up to 95% yield). Deuterium labelling studies indicate that this reaction proceeds via an ionic rather than radical mechanism.

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