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Prof. Dr. Giulia Licini and Dr. Cristiano Zonta Revisiting the Hammett ρ Parameter for the Determination of Philicity: Nucleophilic Substitution with Inverse Charge Interaction Angewandte Chemie International Edition 52

Version of Record online: 1 FEB 2013 | DOI: 10.1002/anie.201208045

Thumbnail image of graphical abstract

Too OT to handle? In oxygen transfer (OT) reactions the inversion of the ρ value is not representative of a change in mechanism. Substituents bonded to aromatic sulfoxides have the opposite effect on the rates of oxidation depending on whether the reaction is dominated by electrostatic or orbital-overlap effects (see picture).

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