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Deshidroacoplamiento facilitado por el donante geométricamente forzado que conduce a un arsanilidina-fosforano

Brian A Chalmers¹, Michael Bühl, Kasun S Athukorala Arachchige

¹EaStChem School of Chemistry, University of St. Andrews , Fife KY16 9ST, St. Andrews, U.K.

Journal of the American Chemical Society

|April 17, 2014

Resumen

Se sintetizó un nuevo compuesto fosfina-arsina a través del acoplamiento deshidrogenativo leve. Este compuesto estable exhibe una reactividad única similar al arsinideno, ofreciendo información sobre el enlace fósforo-arsenico.

Área de la Ciencia:

Química organometálica Química orgánica de los metales.
Grupo Principal Química.
Química sintética de la química sintética.

Sus antecedentes:

Los compuestos fosfina-arsina son valiosos en la química de la coordinación y la catálisis.
Las reacciones de acoplamiento intramolecular ofrecen rutas sintéticas eficientes para moléculas complejas.
La comprensión de la vinculación en los elementos del grupo principal de baja coordinación es crucial para la predicción de la reactividad.

Objetivo del estudio:

Para sintetizar un nuevo compuesto de fosfina-arsina con un átomo de arsénico de dos coordenadas estéricamente accesible.
Para investigar la reactividad del compuesto sintetizado, particularmente su comportamiento similar al arsinideno.
Para dilucidar la naturaleza de la unión en el arseniideno fosforano estabilizado en la base.

Principales métodos:

El acoplamiento intramolecular P-As deshidrogenativo de un precursor de acenafteno peri-sustituido.
Caracterización de la arsanilidina-fosforano resultante mediante técnicas espectroscópicas.
Reacción del producto con oxígeno limitado para probar su reactividad.

Principales resultados:

Se sintetizó con éxito un arsanilidine-fosforano térmico e hidrolíticamente estable bajo condiciones suaves.
El compuesto presenta un átomo de arsénico de dos coordenadas estéricamente accesible.
La reacción con el oxígeno demostró una reactividad similar a la del arsinideno, lo que condujo a la formación de ciclooligoarsina.

Conclusiones:

La síntesis proporciona una nueva ruta a compuestos estables con arsénico de baja coordinación.
La reactividad observada apoya una formulación de arsinideno estabilizado por base (R3P→AsR).
Este trabajo avanza en la comprensión de las interacciones fósforo-arsenico y la unión de los elementos del grupo principal.

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