Kinetic and mechanistic investigations of the Baylis–Hillman reaction in ionic liquids

Abstract

We report here a quantitative study of the kinetics and mechanism of the Baylis–Hillman reaction in the presence of ionic liquids as solvent media.

Concentration-dependent apparent partition coefficients of ionic liquids possessing ethyl- and bi-sulphate anions

“…All ionic liquids employed in this study, were synthesized by the following established procedures available in the literature. 45,50 2. to pre-cooled 1-methylimidazole solution in toluene in order to maintain the temperature of reaction at 313 K. Following continuous stirring for 4 h, the upper organic layer was decanted carefully. For the removal of trace amounts of solvent impurity, the product i.e.…”

Benzoin Condensation: A Kinetic Monitoring at the Oil‐Water Interface

“…Water‐alcohol solvents have been used extensively in the past to delineate the contribution of polarity and hydrophobic forces on various organic reactions . As a part of our research work on physical‐organic chemistry in environment benign media we herein present the first report on kinetic aspects to unravel the effect of polarity, hydrogen bonding and hydrophobicity on Benzoin condensation reaction at interface. The experiments have been designed in a way to (a) explain a comparative analysis of in‐water and on‐water reactions and (b) to delineate the plausible forces responsible for the on‐water effects.…”

Highly enantioselective Michael addition of cyclohexanone to nitroolefins catalyzed by pyrrolidine‐based bifunctional benzoylthiourea in water

“…[10][11][12][13][14][15][16] Because of the more readily formation of iminium ions and enamines with carbonyl compounds, the pyrrolidine motif has become one of the most common core structures of organocatalysts such as aminomethyl pyrrolidine, [17] pyrrolidine-pyridine, [18] pyrrolidine-guanidine, [19] pyrrolidine-sulfonamide, [20] and pyrrolidine-thiourea, [7] etc.Recently, environmental concerns associated with chemical processes have encouraged scientists to develop greener organic reactions. [21][22][23] Therefore, reactions that take place in environmentally clean, safe, and cheap solvents, such as water, [24][25][26][27][28][29] brine, [7,[30][31][32] or ionic liquids, [33][34][35][36] have received considerable attention. However, due to the fact that water can interfere with organocatalysts and disrupt hydrogen bonds and other polar interactions, [37,38] the design and development of an organocatalytic enantioselective Michael addition that takes place in water still remain a challenge.…”

“…Recently, environmental concerns associated with chemical processes have encouraged scientists to develop greener organic reactions. [21][22][23] Therefore, reactions that take place in environmentally clean, safe, and cheap solvents, such as water, [24][25][26][27][28][29] brine, [7,[30][31][32] or ionic liquids, [33][34][35][36] have received considerable attention. However, due to the fact that water can interfere with organocatalysts and disrupt hydrogen bonds and other polar interactions, [37,38] the design and development of an organocatalytic enantioselective Michael addition that takes place in water still remain a challenge.…”