1,4-Butanediol as a Reducing Agent in Transfer Hydrogenation Reactions

Maytum, Hannah and Francos, Javier and Whatrup, David J. and Williams, Jonathan M. J. (2010) 1,4-Butanediol as a Reducing Agent in Transfer Hydrogenation Reactions. Chemistry - An Asian Journal, 5 (3). pp. 538-542. ISSN 1861-4728

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Abstract

1,4-Butanediol is able to deliver two equivalents of H(2) in hydrogen-transfer reactions to ketones, imines, and alkenes. Unlike simple alcohols, which establish equilibrium in the reduction of ketones, 1,4-butanediol acts essentially irreversibly owing to the formation of butyrolactone, which acts as a thermodynamic sink. It is therefore not necessary to use 1,4-butanediol in great excess in order to achieve reduction reactions. In addition, allylic alcohols are reduced to saturated alcohols through an isomerization/reduction sequence using a ruthenium catalyst with 1,4-butanediol as the reducing agent. Imines and alkenes are also reduced under similar conditions.

Item Type:
Journal Article
Journal or Publication Title:
Chemistry - An Asian Journal
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1600/1600
Subjects:
?? hydrogenationisomerizationlactonesreductionrutheniumasymmetric transfer hydrogenationdehydrogenative cyclizationrenewable resourcesborrowing hydrogensuccinic acidalcoholslactonesaldehydesdiols1,4-alkynediolsgeneral chemistrychemistry(all) ??
ID Code:
84235
Deposited By:
Deposited On:
24 Jan 2017 11:44
Refereed?:
Yes
Published?:
Published
Last Modified:
16 Jul 2024 09:54