Effect of substitution degree of 2-hydroxypropyl-β-cyclodextrin on the alkaline hydrolysis of cinnamaldehyde to benzaldehyde
Effect of substitution degree of 2-hydroxypropyl-β-cyclodextrin on the alkaline hydrolysis of cinnamaldehyde to benzaldehyde
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DOI：
10.1080/10610278.2013.873126
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发表时间：
2014-01-01
影响因子：
3.3
通讯作者：
Ji, Hongbing
中科院分区：
文献类型：
--
作者：
Chen, Hongyan;Ji, Hongbing
2-羟丙基-β-环糊精(2-HP-β-CD)在低取代度(DS=3.9)的催化体系中苯甲醛的产率为70%，高于在最佳反应条件(323 K，2%NaOH(w/v)，肉桂醛：2-HP-β-CD=1：1(摩尔比))下8.8DS的产率。动力学研究和增溶实验证实，由于主客体的结构互补作用，环糊精(CDS)在反应中起到了催化作用。核磁共振表征和荧光测量表明，羟丙基取代程度影响了CD分子的空腔结构。O-2位的羟丙基在空间上是分散的，但受到限制，这影响了分子的包封性。
The yield of benzaldehyde in the 2-hydroxypropyl-beta-cyclodextrin (2-HP-beta-CD), with a low degree of substitution (DS = 3.9), catalytic system was 70%, which was higher than that of the system with 8.8 DS under the optimised conditions (323 K, 2% NaOH (w/v), cinnamaldehyde: 2-HP-beta-CD = 1:1 (molar ratio)). Due to the structural complementary effects of the host and guest, cyclodextrins (CDs) played the catalysis role in the reaction, which was confirmed by kinetic studies and solubilisation. The characterisation of NMR and fluorescence measurement suggested that the extent of hydroxypropyl substitution affected the cavity structure of the CD molecule. The hydroxypropyl groups at O-2 positions were spatially spread out but restricted, which affected the molecular encapsulation capabilities.