Ambident reactivity of the nitrite ion revisited

Tishkov, Alexander A.; Schmidhammer, Uli; Roth, S.; Riedle, Eberhard und Mayr, H. (2005): Ambident reactivity of the nitrite ion revisited. In: Angewandte Chemie International Edition, Bd. 44, Nr. 29: S. 4623-4626

Abstract

Lost control: The rationalization of the ambident reactivity of NO2− by the change between charge control to orbital control has to be revised. SN1‐type reactions of carbocations with NO2− give kinetically controlled product mixtures only when these reactions proceed without activation energy (diffusion control). Activation‐controlled SN1 alkylations are reversible and lead to the thermodynamically more stable nitro compounds.

• Dokumententyp: Zeitschriftenartikel
• Fakultät: Physik
• Themengebiete: 500 Naturwissenschaften und Mathematik > 530 Physik
• ISSN: 1433-7851
• Sprache: Englisch