Push-Pull Dyes Derived from Michler's Ketone for Photosensitized Aryl Decarboxylative Deuteration Reactions and Photosensitized Intermolecular Carboimination of Alkenes Upon Visible Lights

  • Hongchi Liu

Student thesis: Master of Philosophy

Abstract

Small aromatic ketones such as thioxanthone have become more popular in photocatalytic reactions to replace metal-based photocatalysts, on account of environmental-friendly advantage and several others. Thioxanthone played an important role as a photoinitiator or photosensitizer in the polymerization reactions or decarboxylative reactions at around 400 nm lights, respectively. Whereas, it was unable to use long-wavelength visible lights as an energy source. As previous researches, six push-pull dyes derived from Michler's ketone structure had an important red-shift of the absorption of visible lights because of the push-pull effect, which can even absorb over 600 nm wavelength visible lights to catalyze polymerization reactions as photoinitiators. Furthermore, the photosensitized aryl decarboxylative deuteration reactions and photosensitized intermolecular carboimination of alkenes were crucial in synthetic chemistry to form distinct organic chemicals with greater diversity. Accordingly, it was worth applying these six push-pull dyes as photosensitizers in the deuteration and carboimination reactions at 450 nm, 525 nm, and 540 nm wavelength visible lights. In this thesis, the results and discussion of these six dyes' photocatalytic abilities, and the yields of both types of reactions upon visible lights will be shown below.
Date of Award1 Aug 2022
Original languageEnglish
Awarding Institution
  • The University of Manchester
SupervisorDavid Procter (Supervisor) & Michael Greaney (Supervisor)

Keywords

  • Carboimination
  • Deuteration
  • Photosensitizer
  • Push-pull dyes
  • Visible Lights
  • Michler's Ketone

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