Synthesis of staggered triphenylene twins linked through ferrocene bridges.

Beskeni, Rhoda (2016) Synthesis of staggered triphenylene twins linked through ferrocene bridges. Doctoral thesis, University of East Anglia.

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Abstract

The main target of this research was to investigate strategies for linking triphenylene discogens via staggered, ferrocene links. The thesis begins with a general introduction to liquid crystals and triphenylenes. The results of this research are then described. In the first part, a new and improved synthesis of dibromotriphenylene intermediates is described. The new procedure allows convenient access to the material without extensive chromatography. Attempts to couple dibromotriphenylenes with ferrocene derivatives is then discussed using ferrocene boronic acid and via acetylene links (Sonagashira couplings). Unfortunately, the required twinned structures were not observed, but a number of new monomeric derivatives (Ferrocenyl triphenylenes) were isolated. The reactions of ethynyl triphenylenes were complicated by efficient and competing homocoupling.
The remainder of the thesis describes a changed strategy whereby triphenylenes were linked via ester bridges. The molecular geometry was varied by linking monohydroxytriphenylene through 1,1’- ferrocene dicarboxylic acid plus three isomeric phthalic acids. The mesophase behaviour of the new materials is described.

Item Type: Thesis (Doctoral)
Faculty \ School: Faculty of Science > School of Chemistry
Depositing User: Katie Miller
Date Deposited: 03 May 2017 10:28
Last Modified: 03 May 2017 10:28
URI: https://ueaeprints.uea.ac.uk/id/eprint/63359
DOI:

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