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Connective-Pummerer cyclisations and SmI2-mediated cascade reactions for the synthesis of nitrogen-containing heteroacenes

This thesis describes work towards a range of novel nitrogen containing polyaromatic heterocycles for use as organic semiconductors. A route to benzo[b]carbazole end-capped oligothiophenes has been developed; relying on two key steps; namely a connective-Pummerer cyclisation and a SmI2-mediated cleavage–cyclisation cascade. A route to extended dibenzoindolo[3,2-b]carbazole-based aza-heptacenes has also been developed, by employing the same key steps in a two-directional manner. The physical and electronic properties of the resulting materials has been assessed, and the utility of the materials in OFET devices has been demonstrated.

Identiferoai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:607102
Date January 2013
CreatorsLevick, Matthew Thomas
ContributorsProcter, David; Turner, Michael
PublisherUniversity of Manchester
Source SetsEthos UK
Detected LanguageEnglish
TypeElectronic Thesis or Dissertation
Sourcehttps://www.research.manchester.ac.uk/portal/en/theses/connectivepummerer-cyclisations-and-smi2mediated-cascade-reactions-for-the-synthesis-of-nitrogencontaining-heteroacenes(762eea6e-0dc0-4397-8af0-07413517db63).html

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