Completing the Redox-Series of Silicon Trisdioxolene: ortho-Quinone and Lewis Superacid Make a Powerful Redox Catalyst.

ABSTRACT: Quinones are mild oxidants, the redox potentials of which can be increased by supramolecular interactions. Whereas this goal has been achieved by hydrogen bonding or molecular encapsulation, a Lewis acid-binding strategy for redox amplification of quinones is unexplored. Herein, the redox chemistry of silicon tris(perchloro)dioxolene 1 was studied, which is the formal adduct of ortho-perchloroquinone Q^Cl with the Lewis superacid bis(perchlorocatecholato)silane 2. By isolating the anionic monoradical 1^.- , the redox-series of a century-old class of compounds was completed. Cyclic voltammetry measurements revealed that the redox potential in 1 was shifted by more than 1 V into the anodic direction compared to Q^Cl , reaching that of "magic blue" or NO⁺

SUBMITTER: Maskey R 

PROVIDER: S-EPMC7839739 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature