ISSN:
0947-3440
Keywords:
Liquid crystals
;
Carbohydrates
;
Amphiphilic fluoro deoxy sugars
;
Thioglucosides
;
Thiomannosides
;
smectic Mesogens
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The homologous series of the amphiphilic alkyl 2-deoxy-2-fluoro-1-thio-α-D-glucopyranosides 5a-e and alkyl 2-deoxy-2-fluoro-1-thio-α-D-mannopyranosides 9a-e were prepared from the 2-deoxy-2-fluoro-D-glycosyl fluorides 1 and 6, respectively. Their liquid crystalline properties were investigated by polarising microscopy, DSC measurements, and X-ray measurements. The fluorine-containing thioglycosides 5a-e as well as 9a-e form enantiotropic mesophases of the type smectic A. The effects of F for OH and S for O substitution are discussed with reference to the homologous alkyl-1-thio-α-D-glucopyranosides 10 and alkyl 2-deoxy-2-fluoro-α-D-glucopyranosides 11.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970140
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