Electroorganic Chemistry: Electron Transfer Processes for Sustainable Chemical Synthesis

Lead Research Organisation: University College London
Department Name: Chemistry

Abstract

The aims of this work are to explore the effect of electrical current on the transition metal-free carbon-carbon and carbon-heteroatom bond forming reactions that have recently been developed in the Wilden laboratory. Since these have been identified as being electron-transfer processes, we are interested in examining whether they can be effected at electrode surfaces. We are particularly interested in the development of sp2-sp2 'coupling' reactions as such a development would offer a carbon-carbon bond forming strategy to rival transition metal catalysed processes. The field of electroorganic research is relatively new and one which many organic chemists have shied away from. We believe that success in demonstrating that C-C bonds can be created using this technique will generate intense industrial and academic interest due to the 'green' credentials of the technique and precious (often toxic) metal catalysts not being required. We will showcase our methodology by focusing on molecules of significant economic and/or societal benefit. We can envisage the example of scheme where the opiate skeleton could be prepared by oxidative biaryl coupling. These opiate and other poppy-based medicines have been identified by the WHO as essential treatment of severe pain, however the developed world currently use nearly 80% of global production of these analgesics and as such their extraction represents an unsustainable approach to pain management, particularly in developing countries where a chronic lack of pain medicines has been prominent for many years.
Research domain: Electrochemical sciences & Chemical biology and biological chemistry

Publications

10 25 50

Studentship Projects

Project Reference Relationship Related To Start End Student Name
EP/N509577/1 01/10/2016 24/03/2022
1785116 Studentship EP/N509577/1 01/10/2016 30/09/2019 Peter Seavill
 
Description Throughout this project I have developed new methodology for use in Electro-Organic Chemistry (essentially carrying out organic chemistry reactions but using electricity as the key stimulus). This work has led to 5 published papers so far (as of 25/02/20). Specifically, the key findings of this project have been that we have been able to perform metal-catalysed reactions by using metal-coated electrodes as the source of catalyst and then, through the application of an oxidative potential, produce the active catalyst in solution, which performs the reaction. This has benefits over simply adding the catalyst into solution in terms of activity (how pure and reactive the catalyst is) and sustainability (in that a fine control over exactly how much catalyst need be used and produced is achieved). Furthermore, the use of this technique has allowed for the metal catalyst to be recovered, at least in part, from the solution after reactions, ready to be used again by the application of a reductive potential. This has significant possible utility in cleaning up metal waste in water systems, which is a key issue in environmental chemistry.

Another key finding is the development of various reactions where potentially hazardous and dangerous chemicals can be produced in solution through the application of electrical potentials from benign and safer starting materials, reducing the risks associated with these reactions.
Exploitation Route The various positive results centred around sustainability and environmental improvement could certainly find use in many large-scale, industrial settings where the regulations for safe processes and levels of contaminants in water supplies are closely monitored.

Furthermore, the reactions where we have improved the safety and/or efficiency of the process may find utility in other academic labs.

These examples are of course in addition to the ongoing work in the research group which will continue to focus on this area of research and continue to produce similarly promising results.
Sectors Chemicals,Education,Energy,Environment,Pharmaceuticals and Medical Biotechnology