Use this URL to cite or link to this record in EThOS: http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.714897
Title: Non-Kekulé polyaromatic hydrocarbons
Author: Mistry, Anish
Awarding Body: University of Warwick
Current Institution: University of Warwick
Date of Award: 2016
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Abstract:
Non-Kekulé PAHs have been studied for a variety of applications due to the interesting chemistry they possess for such simple organic molecules. PAHs can have both closed and open-shell arrangements which have been of interest recently due to the potential magnetic and electronic properties they can acquire. Due to this, there has recently been a strong interest in graphene which can be viewed as a sheet of PAHs fused together. This thesis describes the formation of particular PAHs including open-shell compounds and how PAHs can be fully characterised using one technique. Chapter 2 describes the synthesis of 6H-benzo[cd]pyrene, the starting point of this project. Pentacene and perylene are other five fused ring structures like 6H-benzo[cd]pyrene which are commonly used due to their fluorescence, thus, this PAH could have interesting properties for material scientists. The production of the benzo[cd]pyrene radical by AFM/STM is then described. Chapter 3 describes peri-condensation reactions to form larger PAHs a technique which was commonly used in the 1900s for the addition of an aromatic ring, however, multiple ring additions have been reported to occur. In addition, carbon labelling experiments have been completed to confirm this and the mechanism by which multiple rings add have been discussed. STM/AFM has been used to characterise the compounds formed in the peri-condensation reactions as common techniques for characterisation do not provide enough structural data for compound determination. Chapter 4 discusses the synthesis of 3,8-dihydro-3H,8H-dibenzo[cd,mn]pyrene. Thereafter the use of AFM/STM is then utilised to dehydrogenate 3,8-dihydro-3H,8H-dibenzo[cd,mn]pyrene to form the non-Kekulé structure of triangulene which was simultaneously imaged for the first time.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID: uk.bl.ethos.714897  DOI: Not available
Keywords: QD Chemistry
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