A Kinetic Characterization of the Reactions of Anion Radicals of Diazodiphenylmethane in Acetonitrile.

Proton-coupled electron transfer in a pivaloyl-substituted dihydro-tetraazapentacene

“…6 to 9) wherein the transient cation radical [H2Y] + is converted into the protonated species [H3Y] + by abstraction of H from a solvent molecule. The abstraction of hydrogen from organic -radicals is a quite rare reaction which has nevertheless already been observed with various heteroaromatic cation radicals based on porphyrin-, acridine-or diazodiphenylmethane-derivatives [67][68][69][70][71][72]. A problem common to all these studies is the difficulty of identifying the source of hydrogen which can potentially be attributed to solvent molecules such as acetonitrile, DMF or dichloromethane or even to the organic salts required for electrochemical measurements (in our case the tetra-n-butylammonium hexafluorophosphate).…”