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Selectivity tuning of cyclodextrin derivatives by specific substitution
Author(s) -
Junge Melanie,
König Wilfried A.
Publication year - 2003
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.200301604
Subject(s) - substitution (logic) , selectivity , cyclodextrin , chemistry , combinatorial chemistry , chromatography , organic chemistry , computer science , catalysis , programming language
A new, highly enantioselective cyclodextrin derivative combining the properties of heptakis(6‐ O ‐ tert ‐butyldimethylsilyl‐2,3‐di‐ O ‐methyl)‐β‐cyclodextrin and heptakis(2,3‐di‐ O ‐acetyl‐6‐ O ‐ tert ‐butyldimethylsilyl)‐β‐cyclodextrin was prepared by exchanging a methyl group for an acetyl substituent in a single glucose unit of heptakis(6‐ O ‐ tert ‐butyldimethylsilyl‐2,3‐di‐ O ‐methyl)‐β‐cyclodextrin. A comparative evaluation of the separation capabilities showed that the enantioselectivity of both “parent” cyclodextrin derivatives is transferred to the new chiral stationary phase.