eprintid: 12353
rev_number: 2
eprint_status: archive
userid: 1
dir: disk0/00/01/23/53
datestamp: 2023-11-10 03:26:54
lastmod: 2023-11-10 03:26:54
status_changed: 2023-11-10 01:48:36
type: article
metadata_visibility: show
creators_name: Sardar, S.
creators_name: Jabeen, E.
creators_name: Wilfred, C.D.
creators_name: Hamzah, A.S.
creators_name: Leveque, J.-M.
title: Mechanistic studies on counter-ionic effects of camphorsulfonate-based ionic liquids on kinetics, thermodynamics and stereoselectivity of β-amino carbonyl compounds
ispublished: pub
keywords: Activation energy; Catalysis; Catalysts; Density functional theory; Ionic liquids; Ions; Reaction kinetics; Stereoselectivity; Thermodynamics, Catalysis mechanisms; Diastereo-selectivity; Environmentally benign; Homogeneous catalyst; Mechanistic pathways; Optically active compounds; Thermodynamical study; Thermodynamically stable, Carbonyl compounds
note: cited By 1
abstract: Catalysis is important in various applications of organic chemistry and its output product control for stereoselective compounds is outrageous. Establishment of experimental facts of stereoselective compounds from catalysis and their validation using theoretical evidences is the key to understand various mechanisms of optically active compounds. A family of new ionic liquids (ILs) with various imidazolium cations and camphorsulfonate anion as environmentally benign liquid salts have been synthesized and deployed for catalysis of β-amino carbonyl compounds. The products were formed using ILs as a homogeneous catalyst with excellent product yield and diastereoselectivity. The effect of counter ions, Hammett acidity and viscosity of ILs along with solvent and temperature are explored in terms of reaction kinetics and product yields. Density functional theory (DFT) was used to investigate thermodynamical study of mechanistic pathway of the reaction. The DFT calculations predicted that the catalysis mechanism involved both counterions of the IL. Moreover, it is evidenced that the syn-pathway required lower activation energy while anti-pathway led to thermodynamically stable product. This study explores new avenues for using ILs as potential homogeneous catalysts for the production of stereoselective species. © 2020 Elsevier B.V.
date: 2020
publisher: Elsevier B.V.
official_url: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85091964617&doi=10.1016%2fj.molliq.2020.114370&partnerID=40&md5=9ab962125aed8e7dd0d6cc06961c8eb9
id_number: 10.1016/j.molliq.2020.114370
full_text_status: none
publication: Journal of Molecular Liquids
volume: 320
refereed: TRUE
issn: 01677322
citation:   Sardar, S. and Jabeen, E. and Wilfred, C.D. and Hamzah, A.S. and Leveque, J.-M.  (2020) Mechanistic studies on counter-ionic effects of camphorsulfonate-based ionic liquids on kinetics, thermodynamics and stereoselectivity of β-amino carbonyl compounds.  Journal of Molecular Liquids, 320.   ISSN 01677322