α-Halogenation of triphenylene-based discotic liquid crystals: towards a chiral nucleus
- 1 January 1997
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of Materials Chemistry
- Vol. 7 (4) , 601-605
- https://doi.org/10.1039/a606447g
Abstract
In an attempt to prepare chiral discotic liquid crystals based on a helically twisted triphenylene nucleus a route has been developed for the introduction of α-fluoro, -chloro and -bromo substituents and it is shown that multiple α-halogenation is also possible. The monosubstituted derivatives all show enhanced mesophase stability whilst formation of the mesophase is suppressed for the polyhalogenated derivatives. Rather surprisingly, reaction of 2,3,6,7,10,11-hexahexyloxytriphenylene (HAT6) with iodine monochloride results in chlorination rather than iodination.Keywords
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