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Synthesis and hplc chiral recognition of regioselectively carbamoylated cellulose derivatives

✍ Scribed by Shouwan Tang; Xiaofang Li; Fang Wang; Guihua Liu; Yonglong Li; Fuyou Pan

Book ID
102075580
Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
438 KB
Volume
24
Category
Article
ISSN
0899-0042

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✦ Synopsis

Abstract

Four regioselective‐carbamoylated cellulose derivatives having two different substituents at 2‐, 3‐, and 6‐position were prepared and evaluated as chiral stationary phases (CSPs) for high‐performance liquid chromatography. Investigations showed that the nature andarrangement of the substituents significantly influenced the chiral recognition abilities of the heterosubstituted cellulose derivatives and each derivative exhibited characteristic enantioseparation. Some racemates were better resolved on these derivatives than the corresponding homogeneously substituted cellulose derivatives including a commercial CSP, Chiralcel OD. Racemic compounds shown in this study were most effectively discriminated on cellulose2,3‐(3‐chloro‐4‐methylphenylcarbamate)‐6‐(3,5‐dimethylphenylcarbamate) and 2,3‐(3,5‐dimethylphenylcarbamate)‐6‐(3‐chloro‐4‐methylphenylcarbamate). Chirality, 2012. © 2011 Wiley Periodicals, Inc.

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