1,4-Butanediol as a reducing agent in transfer hydrogenation reactions

H C Maytum, J Francos, D J Whatrup, J M J Williams

Research output: Contribution to journalArticle

27 Citations (Scopus)

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.
Original languageEnglish
Pages (from-to)538-542
Number of pages5
JournalChemistry - An Asian Journal
Volume5
Issue number3
DOIs
Publication statusPublished - Jan 2010

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Reducing Agents
Hydrogenation
Imines
Alkenes
Ketones
Alcohols
Ruthenium
Isomerization
Hydrogen
Thermodynamics
Catalysts
1,4-butanediol

Cite this

Maytum, H. C., Francos, J., Whatrup, D. J., & Williams, J. M. J. (2010). 1,4-Butanediol as a reducing agent in transfer hydrogenation reactions. Chemistry - An Asian Journal, 5(3), 538-542. https://doi.org/10.1002/asia.200900527

1,4-Butanediol as a reducing agent in transfer hydrogenation reactions. / Maytum, H C; Francos, J; Whatrup, D J; Williams, J M J.

In: Chemistry - An Asian Journal, Vol. 5, No. 3, 01.2010, p. 538-542.

Research output: Contribution to journalArticle

Maytum, HC, Francos, J, Whatrup, DJ & Williams, JMJ 2010, '1,4-Butanediol as a reducing agent in transfer hydrogenation reactions', Chemistry - An Asian Journal, vol. 5, no. 3, pp. 538-542. https://doi.org/10.1002/asia.200900527
Maytum, H C ; Francos, J ; Whatrup, D J ; Williams, J M J. / 1,4-Butanediol as a reducing agent in transfer hydrogenation reactions. In: Chemistry - An Asian Journal. 2010 ; Vol. 5, No. 3. pp. 538-542.
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