Synthesis Of The Monomeric Precursors Of A Clar Helicene And An Ortho-Helicene
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Authors
Aseltine, Ian Benjamin
Issue Date
2008-09-25T19:41:17Z
Type
Thesis
Language
en_US
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Abstract
The aim of this project was to develop a synthesis for 2,3-dibromo-l,4divinylnaphthalene
(the "elar helicene monomer") and for 1,2-dihexyl-4,5-diiodo3,6-
divinylbenzene (the "o-helicene monomer,,).1,2 These monomers represent precursors of two ortho-helicenes, which are carbon nanostructures that are potentially useful to the development of computing technologies.3,4 The precursors were designed to be able to polymerize into helicenes by a method of molecular coupling and olefm metathesis. The elar helicene monomer was synthesized in relatively high yield (38% overall yield) and was fully characterized; however, deactivating features of the o-helicene monomer prevented a successful synthesis, though insights were gained that may aid the development of future techniques for similar projects.
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