a-Halogenation of triphenylene-based discotic liquid crystals: towards a chiral nucleus

Neville Boden, Richard J. Bushby, Andrew N. Cammidge, Sarah Duckworth, Gareth Headdock

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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 a-fluoro, -chloro and -bromo substituents and it is shown that multiple a-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.
Original languageEnglish
Pages (from-to)601-605
Number of pages5
JournalJournal of Materials Chemistry
Issue number4
Publication statusPublished - 1997

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