ISSN:
0170-2041
Keywords:
Liquid crystals
;
Carbohydrates
;
4(6)-O-Alkyl-D-glucitols
;
Acetal hydroboration
;
Amphiphilic ethers
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Both the hemiacetal and acetal groups of 4,6-O-alkylidene-α/β-D-glucopyranoses (hexylidene-decylidene, 1a-e) are quantitatively reduced by ethyldiboranes(6) in the presence of 9-methylsulfonyloxy-9-borabicyclo[3.3.1]nonane (MSBBN) after conversion to their 1,2,3-tri-O-diethylboryl derivatives 2a-e. Subsequent deboronations give ca. 1:1 mixtures of 4-O-alkyl-D-glucitols 3a-e and 6-O-alkyl-D-glucitols 4a-e, which are separated to give mesogenic 3 and 4. Both 3 and 4 exhibit smectic A liquid crystalline phases.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199119910184
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