Fe-electrocatalytic deoxygenative Giese reaction

Abstract

The hydroxyl group of alcohols is a functional group that is very difficult to acheive deoxygenative conversion, and the hydroxyl group, as one of the simplest functional groups, is quite widely distributed in organic compounds. In order to achieve dehydroxylation of alcohols and to form new C(sp³)-C(sp³) bonds, we have developed an electrochemistry enabled, iron-catalyzed deoxygenation Giese-type reaction. This reaction system uses commercially available chemicals and is Fe-electrocatalyzed redox-neutral, the conditions of the reaction are mild, it is green and efficient catalytic reaction. This reaction is capable of efficient deoxygenation of inactivated alcohols and the synthesis of desired products using a very large variety of styrene and acrylate derivatives as Michael acceptors. We have carried out a detailed mechanistic study of this reaction and proposed a rational proposed mechanism. We also explored the applications of this reaction. In the research work of this thesis, we derived optimized reaction conditions and synthesized 90 examples of compounds using this reaction.

Date of Award	2024
Original language	English
Awarding Institution	The Hong Kong University of Science and Technology
Supervisor	Hugh NAKAMURA (Supervisor)