Nitroso group transfer from N-nitrososulfonamides to thiolate ions. Intrinsic reactivity
The nitroso group transfer from N-nitrososulfonamides to thiolate ions was studied. Based on the results, the reaction rate is strongly dependent on the nature of the leaving group (alfa -13.0), but virtually independent of the basicity of the thiol (beta aprox. 0.1). This dependence is ascribed to...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2006 |
| País: | Argentina |
| Institución: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repositorio: | CONICET Digital (CONICET) |
| Idioma: | inglés |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/106827 |
| Acceso en línea: | http://hdl.handle.net/11336/106827 |
| Access Level: | acceso abierto |
| Palabra clave: | https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| Sumario: | The nitroso group transfer from N-nitrososulfonamides to thiolate ions was studied. Based on the results, the reaction rate is strongly dependent on the nature of the leaving group (alfa -13.0), but virtually independent of the basicity of the thiol (beta aprox. 0.1). This dependence is ascribed to the presence of a nucleophile sesolvation equilibrium that is followed by the arrack of the thiolate ion on the niroso group via a concerted mechanism. The equilibrium constants for the loss of a nitroso group form a nitrosothiol and correlations, the parameters alfa, beta and beta nuclef were obtanided. |
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