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Dehydrative Etherification Reactions of Glycerol with Alcohols Catalyzed by Recyclable Nanoporous Aluminosilicates: Telescoped Routes to Glyceryl Ethers
journal contribution
posted on 2015-11-30, 00:00 authored by Thomas
E. Davies, Simon A. Kondrat, Ewa Nowicka, James J. Graham, David C. Apperley, Stuart H. Taylor, Andrew E. GrahamCatalytic
strategies for the efficient transformation of abundant
sustainable bioderived molecules, such as glycerol, into higher value
more useful products is an important research goal. In this study,
we demonstrate that atom efficient dehydrative etherification reactions
of glycerol with activated alcohols are effectively catalyzed by nanoporous
aluminosilicate materials in dimethylcarbonate (DMC) to produce the
corresponding 1-substituted glyceryl ethers in high yield. By carrying
out the reaction in acetone, it is possible to capitalize on the ability
of these materials to catalyze the corresponding acetalization reaction,
allowing for the development of novel, telescoped acetalization-dehydrative
etherification reaction sequences to selectively produce protected
solketal derivatives. These materials also catalyze the telescoped
reaction of glycerol with tert-butanol (TBA) in acetone
to produce the corresponding solketal mono tert-butyl
ether product in high yield, providing a potential route to convert
glycerol directly into a useful and sustainable fuel additive.
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Recyclable Nanoporous AluminosilicatesDMCglyceryl ethersAlcohols CatalyzedTelescoped Routescatalyzeresearch goalDehydrative Etherification ReactionsGlyceryl EthersCatalytic strategiesbioderived moleculesnanoporous aluminosilicate materialssolketal derivativesglycerolacetalization reactionacetonefuel additiveTBAdehydrative etherification reactions
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