Home > Research > Publications & Outputs > 1,4-Butanediol as a Reducing Agent in Transfer ...

Research

Links

Text available via DOI:

Keywords

View graph of relations

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

Research output: Contribution to Journal/Magazine › Journal article › peer-review

Published

Standard

1,4-Butanediol as a Reducing Agent in Transfer Hydrogenation Reactions. / Maytum, Hannah; Francos, Javier; Whatrup, David J. et al.
In: Chemistry - An Asian Journal, Vol. 5, No. 3, 2010, p. 538-542.

Research output: Contribution to Journal/Magazine › Journal article › peer-review

Harvard

Maytum, H, 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

APA

Maytum, H., 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

Vancouver

Maytum H, Francos J, Whatrup DJ, Williams JMJ. 1,4-Butanediol as a Reducing Agent in Transfer Hydrogenation Reactions. Chemistry - An Asian Journal. 2010;5(3):538-542. doi: 10.1002/asia.200900527

Author

Maytum, Hannah ; Francos, Javier ; Whatrup, David J. et al. / 1,4-Butanediol as a Reducing Agent in Transfer Hydrogenation Reactions. In: Chemistry - An Asian Journal. 2010 ; Vol. 5, No. 3. pp. 538-542.

Bibtex

@article{7abdc3737c084423acced4e9cebd2652,
title = "1,4-Butanediol as a Reducing Agent in Transfer Hydrogenation Reactions",
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.",
keywords = "hydrogenation, isomerization, lactones, reduction, ruthenium, ASYMMETRIC TRANSFER HYDROGENATION, DEHYDROGENATIVE CYCLIZATION, RENEWABLE RESOURCES, BORROWING HYDROGEN, SUCCINIC ACID, ALCOHOLS, LACTONES, ALDEHYDES, DIOLS, 1,4-ALKYNEDIOLS",
author = "Hannah Maytum and Javier Francos and Whatrup, {David J.} and Williams, {Jonathan M. J.}",
year = "2010",
doi = "10.1002/asia.200900527",
language = "English",
volume = "5",
pages = "538--542",
journal = "Chemistry - An Asian Journal",
issn = "1861-4728",
publisher = "John Wiley and Sons Ltd",
number = "3",

}

RIS

TY - JOUR

T1 - 1,4-Butanediol as a Reducing Agent in Transfer Hydrogenation Reactions

AU - Maytum, Hannah

AU - Francos, Javier

AU - Whatrup, David J.

AU - Williams, Jonathan M. J.

PY - 2010

Y1 - 2010

N2 - 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.

AB - 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.

KW - hydrogenation

KW - isomerization

KW - lactones

KW - reduction

KW - ruthenium

KW - ASYMMETRIC TRANSFER HYDROGENATION

KW - DEHYDROGENATIVE CYCLIZATION

KW - RENEWABLE RESOURCES

KW - BORROWING HYDROGEN

KW - SUCCINIC ACID

KW - ALCOHOLS

KW - LACTONES

KW - ALDEHYDES

KW - DIOLS

KW - 1,4-ALKYNEDIOLS

U2 - 10.1002/asia.200900527

DO - 10.1002/asia.200900527

M3 - Journal article

VL - 5

SP - 538

EP - 542

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

SN - 1861-4728

IS - 3

ER -