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Carbodeoxygenation of Biomass: The Carbonylation of Glycerol and Higher Polyols to Monocarboxylic Acids
Author(s) -
Coskun Timur,
Conifer Christopher M.,
Stevenson Laura C.,
Britovsek George J. P.
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201203069
Subject(s) - carbonylation , isobutyric acid , chemistry , butyric acid , glycerol , catalysis , acetic acid , organic chemistry , iodide , epoxide , isopropyl , medicinal chemistry , carbon monoxide
Glycerol is converted to a mixture of butyric and isobutyric acid by rhodium‐ or iridium‐catalysed carbonylation using HI as the co‐catalyst. The initial reaction of glycerol with HI results in several intermediates that lead to isopropyl iodide, which upon carbonylation forms butyric and isobutyric acid. At low HI concentration, the intermediate allyl iodide undergoes carbonylation to give vinyl acetic acid and crotonic acid. Higher polyols C n H n +2 (OH) n are carbonylated to the corresponding C n +1 mono‐carboxylic acids.