An air-stable (amino)(amido)radical was synthesized by reacting a cyclic (alkyl)(amino)carbene with carbazoyl chloride, followed by one-electron reduction. We show that an adjacent radical center weakens the amide bond. It enables the amino group to act as a strong acceptor under steric contraint, thus enhancing the stabilizing capto-dative effect.
J. L. Peltier, M. R. Serrato, V. Thery, J. Pecaut, E. Tomás-Mendivil, G. Bertrand, R. Jazzar and D. Martin, Chem. Commun., 2023, 59, 595 DOI: 10.1039/D2CC05404C
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