ALPHA-HALOGENATION OF TRIPHENYLENE-BASED DISCOTIC LIQUID-CRYSTALS - TOWARDS A CHIRAL NUCLEUS

Citation
N. Boden et al., ALPHA-HALOGENATION OF TRIPHENYLENE-BASED DISCOTIC LIQUID-CRYSTALS - TOWARDS A CHIRAL NUCLEUS, Journal of materials chemistry, 7(4), 1997, pp. 601-605
Citations number
31
Categorie Soggetti
Chemistry Physical","Material Science
ISSN journal
09599428
Volume
7
Issue
4
Year of publication
1997
Pages
601 - 605
Database
ISI
SICI code
0959-9428(1997)7:4<601:AOTDL->2.0.ZU;2-E
Abstract
In an attempt to prepare chiral discotic liquid crystals based on a he lically twisted triphenylene nucleus a route has been developed for th e introduction of a-fluoro, -chloro and -bromo substituents and it is shown that multiple alpha-halogenation is also possible. The monosubst ituted derivatives all show enhanced mesophase stability whilst format ion of the mesophase is suppressed for the polyhalogenated derivatives . Rather surprisingly, reaction of 2,3,6,7,10,11-hexahexyloxytriphenyl ene (HAT6) with iodine monochloride results in chlorination rather tha n iodination.