Sustainable C-H Functionalisation by Improved Catalyst Design

Student thesis: Doctoral ThesisPhD

Abstract

C–H functionalisation in a regioselective manner remains a great challenge in the field of catalysis. There exists a number of novel and unique methodologies to differentiate sterically and electronically similar C–H bonds. One key method to achieve such functionalisations is by use of Lewis basic directing groups, to direct a metal centre to insert into the desired C–H bond which can then be reacted in a desired manner of functionalisation under a set of reaction conditions.

Chapter 2 reports the development of a methodology for the regioselective meta C–H primary alkylation of 2-phenylpyridine substrates using α-halo ester coupling partners, and some insights into the reasons for the observed regioselectivity and proposed catalytic cycle.

Chapter 3 reports the application of ruthenium catalysed σ-activation to the remote C–H functionalisation of carbazoles at the C4 position using tertiary α-bromoester coupling partners.

Chapter 4 reports the discovery of a new para selective carboxylation of aniline derivatives utilising a tetrabromomethane coupling partner using iron catalysis
Date of Award4 Nov 2020
Original languageEnglish
Awarding Institution
  • University of Bath
SupervisorChristopher Frost (Supervisor), Antoine Buchard (Supervisor) & Emma Emanuelsson Patterson (Supervisor)

Cite this

'