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Synthesis of an elusive, stable 2-azaallyl radical guided by electrochemical and reactivity studies of 2-azaallyl anions

Grace B. Panetti, Patrick J. Carroll, Michael R. Gau, Brian C. Manor, Eric J. Schelter, Patrick J. Walsh

2021Chemical Science35 citationsDOIOpen Access PDF

Abstract

) based on reactivity studies. Investigation of the kinetics of electron transfer revealed reorganization energies an order of magnitude lower than commonly employed SEDs. The electrochemical study enabled the synthetic design of the first stable, acyclic 2-azaallyl radical. These results indicate that the reorganization energy should be an important design consideration for the development of more potent organic reductants.

Topics & Concepts

Reactivity (psychology)ElectrochemistryChemistryComputational chemistryPhysical chemistryMedicineElectrodeAlternative medicinePathologyRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsElectrochemical Analysis and Applications
Synthesis of an elusive, stable 2-azaallyl radical guided by electrochemical and reactivity studies of 2-azaallyl anions | Litcius