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Diaryl-λ3-cloranes: síntesis versátil y reactividad única como equivalente de catión de arilo
Misuzu Nakajima1, Kazunori Miyamoto1, Keiichi Hirano1
1Graduate School of Pharmaceutical Sciences , The University of Tokyo , 7-3-1 Hongo , Bunkyo-ku, Tokyo 113-0033 , Japan.
Journal of the American Chemical Society
|April 11, 2019
Resumen
Un nuevo método de síntesis crea diaricloronios/λ3-cloranos a partir de las sales de cloroarenos y mesitildiazonios. Estos compuestos exhiben una reactividad única para las reacciones de arilación electrófila y intercambio de halógenos.
Área de la Ciencia:
- Química orgánica
- Química sintética
- Química organometálica
Sus antecedentes:
- Las sales de diarylchloronium y los λ3-cloranes son importantes productos intermedios sintéticos.
- Los métodos existentes para su síntesis pueden tener un alcance limitado o requerir condiciones duras.
Objetivo del estudio:
- Desarrollar una síntesis versátil y de alto rendimiento de diarylchloroniums/λ3-chloranes.
- Para explorar la reactividad de los diarylchloroniums/λ3-chloranes sintetizados.
Principales métodos:
- Reacción de varios cloroarenos (ArCl, ArBr, ArI) con el tetráquido de mesitildiazonio (pentafluorofenil) borato.
- Se emplearon condiciones de reacción leves.
Principales resultados:
- Síntesis exitosa de una amplia gama de diaricloronios/λ3-cloranos.
- Se ha demostrado una reactividad única, incluida la arilación electrófila intermolecular de nucleófilos débiles.
- Reacciones de intercambio de clorano y halógeno.
Conclusiones:
- El método desarrollado proporciona una vía versátil y de alto rendimiento para los diaricloronios/λ3-cloranos.
- Los compuestos sintetizados ofrecen una nueva reactividad para aplicaciones sintéticas.
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