Connective-Pummerer Cyclisations and SmI2-Mediated Cascade Reactions for the Synthesis of Nitrogen-Containing Heteroacenes

Abstract

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.

Date of Award	14 Nov 2013
Original language	English
Awarding Institution	The University of Manchester
Supervisor	David Procter (Main Supervisor) & Michael Turner (Co Supervisor)