Non-amphiphilic carbohydrate liquid crystals containing an intact monosaccharide moiety

Article abstract of DOI:10.1080/10587259508038691

A chiral rigid moiety which forms the basis of a new class of non-amphiphilic carbohydrate liquid crystals has been developed. This moiety contains a fully intact glucopyranose ring embedded in a trans-decalin structure. The original carbohydrate is substituted so that only two hydroxyl groups are left, resulting in derivatives with reduced hydrophilicity. The substituents R and X-R′ on the 4,6-O-ylidene β-D-glucopyranoside are in the equatorial position and can be varied extensively, using straightforward synthetic procedures. Investigations as to the requirements for R and X-R′ for inducing liquid-crystalline behavior have shown that at least one of the substituents should contain a large, polarizable aromatic moiety. An aromatic Schiff base fulfils this requirement.

Full text of DOI:10.1080/10587259508038691

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Molecular Crystals and Liquid Crystals
Science and Technology. Section A.
Molecular Crystals and Liquid Crystals
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Non-Amphiphilic Carbohydrate
Liquid Crystals Containing an Intact
Monosaccharide Moiety
E. Smits a , J. B.F.N. Engberts a , R. M. Kellogg a & H. A. Van Doren b
a Universrty of Groningen, Laboratory for Organic and Molecular
Inorganic Chemistry, Nijenborgh 4, 9747, AG Groningen, the
Netherlands
b Netherlands Institute for Carbohydrate Research, Rouaanstraat 27,
9723, CC Groningen, the Netherlands
Version of record first published: 23 Sep 2006.
To cite this article: E. Smits , J. B.F.N. Engberts , R. M. Kellogg & H. A. Van Doren (1995): Non-
Amphiphilic Carbohydrate Liquid Crystals Containing an Intact Monosaccharide Moiety, Molecular
Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals,
260:1, 185-199
To link to this article: http://dx.doi.org/10.1080/10587259508038691
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