The role of neutral anions in ionic liquid as solvent media for the reactivity and stereoselectivity towards asymmetric Michael addition reaction of n-pentanal with B-nitrostryrene catalyzed by L-Proline

Citation

M. Omar, Emmy and A. Rahman, Mohd Basyaruddin and Ni, Bukuo and Headley, Allan D. (2019) The role of neutral anions in ionic liquid as solvent media for the reactivity and stereoselectivity towards asymmetric Michael addition reaction of n-pentanal with B-nitrostryrene catalyzed by L-Proline. Advanced Energy Materials, 49 (12). pp. 1578-1591. ISSN 1614-6832; ESSN: 1614-6840

Abstract

Michael addition reactions of n-pentanal with ß-nitrostyrene in achiral and chiral ionic liquids catalyzed by l-proline were studied. Results indicate anion plays an important role as weak coordination properties in the reactivity and stereoselectivity towards Michael product. 1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([Bmim][NTf2]) ionic liquid was found to be the best solvent media with a high yield (up to 90%) and a high diastereomeric ratio (syn/anti: 91/9), with moderate enantioselectivity (38% ee) among ten ionic liquids tested. The ionic liquid has been reusable over five numbers of cycles.

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Additional Metadata

Item Type:	Article
Divisions:	Faculty of Science
DOI Number:	https://doi.org/10.1080/00397911.2019.1604969
Publisher:	Wiley-VCH Verlag
Keywords:	Anion; Cation; Chiral; Enantioselective; Ionic liquid; l-proline; Michael addition
Depositing User:	Mr. Sazali Mohamad
Date Deposited:	17 Oct 2020 21:37
Last Modified:	17 Oct 2020 21:37
Altmetrics:	http://www.altmetric.com/details.php?domain=psair.upmedu.my&doi=10.1080/00397911.2019.1604969
URI:	http://psasir.upm.edu.my/id/eprint/82592
Statistic Details:	View Download Statistic

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