Development of Stimuli Responsive Azulene-Containing Molecules for Sensing

  • Georgia Williams

Student thesis: Doctoral ThesisMPhil

Abstract

This report investigates the synthesis of stimuli responsive molecules and their response towards thiols for use as possible chemodosimeters in azulene/guaiazulene based systems. These constructs were chosen due to their striking colour changes in response to external stimuli thereby making excellent molecules to be used in colorimetric tests and sensor applications.
A wide range of reactions were carried out starting from the synthesis of electron-withdrawing groups located on the 5-membered ring of the azulene/guaiazulene construct followed by the synthesis of electron-withdrawing groups on the 7-membered ring of guaiazulene. All the compounds were synthesised in good yields and full characterization data was collected for each novel compound. The response of the molecules to thiol analytes was tested via any visual colour changes, NMR, MS and UV-Vis analysis. This was then followed by selectivity tests with a wide range of amino acids and other thiol containing compounds as followed by the literature. The halochromic properties of selected azulenes were also investigated, as well as their NMR responses to protonation.
Date of Award16 Jun 2021
Original languageEnglish
Awarding Institution
  • University of Bath
SupervisorSimon Lewis (Supervisor), Tony James (Supervisor) & Andrew Johnson (Supervisor)

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