Cover Image

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

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-methylimidaz...

Full description

Saved in:
Bibliographic Details
Main Authors: M. Omar, Emmy, A. Rahman, Mohd Basyaruddin, Ni, Bukuo, Headley, Allan D.
Format: Article
Language:English
Published: Wiley-VCH Verlag 2019
Online Access:http://psasir.upm.edu.my/id/eprint/82592/1/The%20role%20of%20neutral.pdf
http://psasir.upm.edu.my/id/eprint/82592/
Tags: Add Tag
No Tags, Be the first to tag this record!
id my.upm.eprints.82592
record_format eprints
spelling my.upm.eprints.825922020-10-17T21:37:09Z http://psasir.upm.edu.my/id/eprint/82592/ 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 M. Omar, Emmy A. Rahman, Mohd Basyaruddin Ni, Bukuo Headley, Allan D. 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. Wiley-VCH Verlag 2019 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/82592/1/The%20role%20of%20neutral.pdf 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 10.1080/00397911.2019.1604969
institution Universiti Putra Malaysia
building UPM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Putra Malaysia
content_source UPM Institutional Repository
url_provider http://psasir.upm.edu.my/
language English
description 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.
format Article
author M. Omar, Emmy
A. Rahman, Mohd Basyaruddin
Ni, Bukuo
Headley, Allan D.
spellingShingle M. Omar, Emmy
A. Rahman, Mohd Basyaruddin
Ni, Bukuo
Headley, Allan D.
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
author_facet M. Omar, Emmy
A. Rahman, Mohd Basyaruddin
Ni, Bukuo
Headley, Allan D.
author_sort M. Omar, Emmy
title 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
title_short 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_sort 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
publisher Wiley-VCH Verlag
publishDate 2019
url http://psasir.upm.edu.my/id/eprint/82592/1/The%20role%20of%20neutral.pdf
http://psasir.upm.edu.my/id/eprint/82592/
_version_ 1681490858165141504
score 13.223943

Similar Items