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Received April 16, 2016
Accepted July 12, 2016
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This is an Open-Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0) which permits
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Remarkably efficient hydrolysis of cinnamaldehyde to natural benzaldehyde in amino acid ionic liquids
College of Chemistry and Chemical Engineering, Jiangxi Inorganic Membrane Materials Engineering Research Center, Jiangxi Normal University, Nanchang 330022, China 1Department of Pharmacy, Xi’an Medical University, Xi’an 710021, China 2Department of Chemistry, University of Tennessee, Knoxville TN 37996, U.S.A., USA
djtao@jxnu.edu.cn
Korean Journal of Chemical Engineering, December 2016, 33(12), 3374-3380(7), 10.1007/s11814-016-0204-5
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Abstract
The hydrolysis of cinnamaldehyde to natural benzaldehyde was investigated systematically using tetramethylammonium-based amino acid ionic liquids as homogeneous catalysts. The results indicated that tetramethylammonium prolinate ([N1111][Pro]) can be a powerful catalyst for the highly efficient hydrolysis of cinnamaldehyde, in which natural benzaldehyde was obtained with almost 94% yield and over 99% selectivity in 1 h. Moreover, kinetic study showed that compared with other catalysts, the catalytic system of [N1111][Pro] has a lower activation energy of 38.30 kJ·mol-1 in the hydrolysis reaction, indicating superior catalytic performance of [N1111][Pro]. Quantum-mechanical calculations further manifested that such high performance originates from the cooperative catalysis of the secondary amino and carboxyl group in the anion [Pro].
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