Developing a General Method for the Diarylation of Alkenes using Metallaphotoredox Catalysis

Lead Research Organisation: University of Cambridge
Department Name: Chemistry

Abstract

Year 1: Generic training activities for all first-year student members of the CDT.

Year 2-4: Aryl motifs are ubiquitous in pharmaceutical drugs and agrochemicals. The development of methods to access them is a long-standing area of interest. A useful way to access them is by alkene arylfunctionalisation whereby an alkene is 1,2-difunctionalised with the addition of at least one aryl group. 1,2-diarylation reactions of alkenes remains a challenge amongst the various 1,2-arylfunctionalisation strategies and a general method to access them would be a valuable tool. This project will develop a multicomponent reaction to access 1,2-diaryl motifs using visible light mediated photoredox catalysis. A number of different reaction variables will be investigated to exact the transformation, with a view to optimising reaction yield.

Publications

10 25 50

Studentship Projects

Project Reference Relationship Related To Start End Student Name
EP/S024220/1 31/05/2019 30/11/2027
2276992 Studentship EP/S024220/1 30/09/2019 29/09/2023 Oliver Marcus Griffiths
 
Description The work undertaken so far has shown the utility of reactions using light by passing the reaction mixtures through flow-tubes. We have observed faster reactions, improved reproducibility, improved scalability, more tolerant reaction conditions whilst also developing a method to recycle expensive materials used in the reaction. This is useful as many reactions require very laborious purification steps and also waste large amounts of material.
Exploitation Route The major impact of the work is the ability to use this reaction and flow technology to make useful molecules to a consumer. The most pertinent application is towards drug modifications.
Sectors Pharmaceuticals and Medical Biotechnology

URL https://pubs.acs.org/doi/abs/10.1021/acs.joc.1c01621