Journal
CHIRALITY
Volume 23, Issue 10, Pages 878-886Publisher
WILEY-BLACKWELL
DOI: 10.1002/chir.21000
Keywords
regioselective substitution; resolution; enantioseparation; chiral stationary phases; high-performance liquid chromatography; amylose; immobilization; chiral packing materials
Funding
- National Natural Science Foundation of China [51073046]
- Natural Science Foundation of Heilongjiang Province [E201012]
- Special Fund for Scientific and Technological Innovative Talents in Harbin City [2011RFLXG009]
- Fundamental Research Funds for the Central Universities [HEUCFT1009]
- Daicel Chemical Industries (Tokyo, Japan)
Ask authors/readers for more resources
The regioselectively substituted amylose derivatives bearing a 4-tert-butylbenzoate or 4-chlorobenzoate group at 2-position, and 3,5-dichlorophenylcarbamate and a small amount of 3-(triethoxysilyl) propylcarbamate groups at 3- and 6-positions were synthesized by a two-step process based on the esterification of 2-position of a glucose unit. The obtained derivatives were effectively immobilized onto macroporous silica gel by intermolecular polycondensation of triethoxysilyl groups. Their chiral recognition abilities were evaluated as chiral packing materials (CPMs) for high-performance liquid chromatography. These CPMs showed high chiral recognition as well as the conventional coated-type CPM, and can be used with the eluents-containing chloroform and tetrahydrofuran. With the extended use of these eluents, improvement of chiral recognition and reversed elution orders were realized. For some racemates, the immobilized CPM exhibited ability comparable or better to the commercial immobilized amylose- or cellulose-based columns, Chiralpak IA, IB, and IC. Chirality 23:878-886, 2011. (C) 2011 Wiley-Liss, Inc.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available