Efficient electrochemical synthesis of robust, densely functionalized water soluble quinones.

ABSTRACT: Conjugate addition of thiols to benzoquinones has been coupled to in situ electrochemical oxidation of the resulting hydroquinone to enable full substitution of quinone C-H bonds. The sulfonated thioether-substituted quinones exhibit high solublity and stability in aqueous solution and have redox potentials ranging from 440-750 mV vs. SHE. The electrosynthetic protocol is effective on >100 g scale.

SUBMITTER: Gerken JB 

PROVIDER: S-EPMC7279668 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature