Heteroaromatic benzyl ethers as intermediates for palladium-catalysed transfer hydrogenolysis of benzyl alcohols

A chemoselective and easy to carry procedure for the hydrogenolysis of benzyl alcohols is described. Benzyl alcohols are readily converted into tetrazolyl and benzisothiazolyl ethers that can be catalytically hydrogenolysed to toluenes over palladium-on-charcoal using hydrogen donors. The effect of...

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Detalhes bibliográficos
Autor principal: Araujo, Nuna C. P. (author)
Outros Autores: Brigas, Amadeu (author), Cristiano, Maria Lurdes Santos (author), Frija, L. (author), Guimarães, Emanuel M. O. (author), Loureiro, Rui M. S. (author)
Formato: article
Idioma:eng
Publicado em: 2014
Assuntos:
Palladium-on-charcoal
Transfer hydrogenolysis
Tetrazoles
Benzisothiazoles
Texto completo:http://hdl.handle.net/10400.1/4259
País:Portugal
Oai:oai:sapientia.ualg.pt:10400.1/4259
Descrição
Resumo:A chemoselective and easy to carry procedure for the hydrogenolysis of benzyl alcohols is described. Benzyl alcohols are readily converted into tetrazolyl and benzisothiazolyl ethers that can be catalytically hydrogenolysed to toluenes over palladium-on-charcoal using hydrogen donors. The effect of electronwithdrawing heteroaromatic substituents is interpreted on the basis of chrystallographic structure determinations and molecular orbital calculations.

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