DEEP EUTECTIC SOLVENTS (DES) AS CATALYST AND SOLVENT FOR KNOEVENAGEL CONDENSATION REACTIONS
DEEP EUTECTIC SOLVENTS (DES) AS CATALYST AND SOLVENT FOR KNOEVENAGEL CONDENSATION REACTIONS
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Date
2015-11-10
Authors
Almuzaini, Hanan
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Publisher
Middle Tennessee State University
Abstract
ABSTRACT
The Knoevenagel condensation reaction is one of the most important condensation reactions that can be used in different areas such as cosmetics, perfumes, pharmaceuticals, calcium antagonists and polymers [1]. Usually, it is carried out in organic solvents. Bases such as ammonia, primary or secondary amines, and their salts can catalyze a Knoevenagel reaction [2-3]. Several heterogeneous catalysts such as aluminum oxide [4], alkali-containing MCM-41 [5], and zeolites [6] can also be used to catalyze this reaction. Recently, with the development of the green chemistry concept, which seeks to reduce negative environmental impact [8], the Knoevenagel condensation reaction was rewritten under greener conditions. It was found that deep eutectic solvents (DES), a mixture of two or three cheap and safe solid components that are capable of associating with each other through hydrogen bond interactions [19], are a good option to catalyze this type of reaction. DES is inexpensive, safe, and easy to recycle. This type of reaction conditions gave a high yield under a smooth process in a short time [28]. By using a deep eutectic solvent (choline chloride/urea) as a catalyst and solvent, different factors that could affect the Knoevenagel condensation reaction, such as the effect of substituted groups in active methylene compounds on the yield of the products, can be studied.
The Knoevenagel condensation reaction is one of the most important condensation reactions that can be used in different areas such as cosmetics, perfumes, pharmaceuticals, calcium antagonists and polymers [1]. Usually, it is carried out in organic solvents. Bases such as ammonia, primary or secondary amines, and their salts can catalyze a Knoevenagel reaction [2-3]. Several heterogeneous catalysts such as aluminum oxide [4], alkali-containing MCM-41 [5], and zeolites [6] can also be used to catalyze this reaction. Recently, with the development of the green chemistry concept, which seeks to reduce negative environmental impact [8], the Knoevenagel condensation reaction was rewritten under greener conditions. It was found that deep eutectic solvents (DES), a mixture of two or three cheap and safe solid components that are capable of associating with each other through hydrogen bond interactions [19], are a good option to catalyze this type of reaction. DES is inexpensive, safe, and easy to recycle. This type of reaction conditions gave a high yield under a smooth process in a short time [28]. By using a deep eutectic solvent (choline chloride/urea) as a catalyst and solvent, different factors that could affect the Knoevenagel condensation reaction, such as the effect of substituted groups in active methylene compounds on the yield of the products, can be studied.