An N‐Heterocyclic‐Carbene‐Derived Distonic Radical Cation

Autor:	Shuting Feng, Nolan M. Gallagher, Troy Van Voorhis, Jeremiah A. Johnson, Yun Guang Zhu, Hong-Zhou Ye, Yang Shao-Horn, Jeffrey Lopez
Rok vydání:	2020
Předmět:	010405 organic chemistry Radical General Medicine General Chemistry Electronic structure 010402 general chemistry Photochemistry 01 natural sciences Catalysis 0104 chemical sciences Adduct Ion Hysteresis chemistry.chemical_compound chemistry Radical ion Carbene Faraday efficiency
Zdroj:	Angewandte Chemie International Edition. 59:3952-3955
ISSN:	1521-3773 1433-7851
DOI:	10.1002/anie.201915534
Popis:	We present the discovery of a novel radical cation formed through one-electron oxidation of an N-heterocyclic carbene-carbodiimide (NHC-CDI) zwitterionic adduct. This compound possesses a distonic electronic structure (spatially separate spin and charge regions) and displays persistence under ambient conditions. We demonstrate its application in a redox-flow battery exhibiting minimal voltage hysteresis, a flat voltage plateau, high Coulombic efficiency, and no performance decay for at least 100 cycles. The chemical tunability of NHCs and CDIs suggests that this approach could provide a general entry to redox-active NHC-CDI adducts and their persistent radical ions for various applications.
Databáze:	OpenAIRE
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