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Issue 3, 2015
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Hydroformylation of olefins and reductive carbonylation of aryl halides with syngas formed ex situ from dehydrogenative decarbonylation of hexane-1,6-diol

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Abstract

A variety of primary alcohols have been investigated as convenient substrates for the ex situ delivery of carbon monoxide and molecular hydrogen in a two-chamber reactor. The gaseous mixture is liberated in one chamber by an iridium-catalysed dehydrogenative decarbonylation of the alcohol and then consumed in the other chamber in either a rhodium-catalysed hydroformylation of olefins or a palladium-catalysed reductive carbonylation of aryl halides. Hexane-1,6-diol was found to be the optimum alcohol for both reactions where moderate to excellent yields were obtained of the product aldehydes. A relatively low pressure of 1.5–2.4 bar was measured in the closed system during the two transformations.

Graphical abstract: Hydroformylation of olefins and reductive carbonylation of aryl halides with syngas formed ex situ from dehydrogenative decarbonylation of hexane-1,6-diol

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Article information


Submitted
15 Sep 2014
Accepted
12 Nov 2014
First published
12 Nov 2014

Org. Biomol. Chem., 2015,13, 938-945
Article type
Paper

Hydroformylation of olefins and reductive carbonylation of aryl halides with syngas formed ex situ from dehydrogenative decarbonylation of hexane-1,6-diol

S. H. Christensen, E. P. K. Olsen, J. Rosenbaum and R. Madsen, Org. Biomol. Chem., 2015, 13, 938
DOI: 10.1039/C4OB01958J

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