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Metátesis de enlaces carbono- azufre o carbono- fósforo catalizados por el paladio mediante arilación reversible

Zhong Lian¹, Benjamin N Bhawal¹, Peng Yu¹

¹Max-Planck-Institut für Kohlenforschung, 45470 Mülheim an der Ruhr, Germany.

Science (New York, N.Y.)

|June 10, 2017

Resumen

La catálisis del paladio permite la metástasis reversible de enlaces arilo-azufre y arilo-fosforo. Este método versátil facilita la despolimerización de polímeros, la modificación de fármacos y la síntesis de heterociclos de fósforo.

Área de la Ciencia:

Química orgánica
Catálisis
Ciencias de los materiales

Sus antecedentes:

Los compuestos de arilo- azufre y arilo- fósforo son vitales en productos farmacéuticos, materiales y catálisis.
Los métodos tradicionales de acoplamiento cruzado tienen limitaciones en la síntesis de moléculas complejas.

Objetivo del estudio:

Desarrollar nuevas reacciones de metátesis catalizadas por el paladio para enlaces C(sp2) -S y C(sp2) -P.
Demostrar la utilidad sintética de estas reacciones en diversas aplicaciones.

Principales métodos:

Manifiesto de arylación reversible catalizado por paladio para metatesis de enlaces C(sp2) -S y C(sp2) -P.
Aplicación en la despolimerización de polímeros y la derivación de fármacos en etapas avanzadas.
Síntesis de heterociclos de fósforo, incluidos los ligandos quirales y los materiales fluorescentes.

Principales resultados:

Metátesis exitosa del enlace C ((sp2) -S para la despolimerización del polímero y la funcionalización del fármaco.
Metátesis eficiente del enlace C(sp2)-P para la preparación de diversos heterociclos de fósforo.
Utilidad demostrada en las transformaciones sintéticas desafiantes más allá del acoplamiento cruzado tradicional.

Conclusiones:

La metátesis catalizada por paladio ofrece un enfoque poderoso y versátil para manipular enlaces arilo-azufre y arilo-fosforo.
Esta metodología proporciona nuevas vías para el desarrollo de fármacos, la ciencia de los materiales y la catálisis.
El colector de arilación reversible expande las capacidades sintéticas para moléculas orgánicas complejas.

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