A highly enantioselective chiral Schiff-base fluorescent sensor for mandelic acid

被引:27
作者
Dhara, Koushik [1 ]
Sarkar, Krishanu [2 ,3 ]
Roy, Partha [1 ]
Nandi, Mahasweta [2 ,3 ]
Bhaumik, Asim [2 ,3 ]
Banerjee, Pradyot [1 ]
机构
[1] Indian Assoc Cultivat Sci, Dept Inorgan Chem, Kolkata 700032, India
[2] Indian Assoc Cultivat Sci, Dept Mat Sci, Kolkata 700032, India
[3] Indian Assoc Cultivat Sci, Ctr Adv Mat, Kolkata 700032, India
关键词
chiral Schiff-base; alpha-hydroxycarboxylic acid; enantioselective; fluorescent sensor;
D O I
10.1016/j.tet.2008.01.099
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A chiral Schiff-base compound, 4-methyl-2,6-bis-[(2-hydroxy-1-phenylethylimino)methyl]phenol, is found to act as highly enantioselective fluorescent agent for alpha-hydroxycarboxylic acid, e.g., mandelic acid. It is observed that, within a certain concentration range, one enantiomer of the chiral acid can increase the fluorescence intensity of the Schiff-base compound 122-fold while the other enantiomer enhances the intensity only 42-fold. Such highly enantioselective responses towards the chiral acid make the unusual Schiff-base compound attractive as a fluorescent sensor for determining the enantiomeric composition of alpha-hydroxycarboxylic acids. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3153 / 3159
页数:7
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