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Fosfeninas: acceso conveniente a los complejos de fosfinideno.

Mark L G Borst1, Rosa E Bulo, Christiaan W Winkel

  • 1Department of Organic Chemistry, Faculty of Sciences, Vrije Universiteit, De Boelelaan 1083, NL-1081 HV Amsterdam, The Netherlands.

Journal of the American Chemical Society
|April 21, 2005
PubMed
Resumen

Las fosfinas primarias reaccionan con el o-dietinilbenceno para formar complejos estables de fosfepina. Estos complejos se descomponen en complejos de fosfinideno, que pueden ser atrapados por varios compuestos insaturados.

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Área de la Ciencia:

  • Química organometálica Química orgánica de los metales.
  • Química del fósforo Química del fósforo

Sus antecedentes:

  • Las fosfinas primarias complejas de metales de transición son reactivos versátiles.
  • Los complejos de fosfepina son conocidos como intermediarios en la química del fósforo.

Objetivo del estudio:

  • Investigar la reacción del o-diethynylbenzene con las fosfinas primarias del complejo de metales de transición.
  • Caracterizar los complejos de fosfepina resultantes y sus subsiguientes productos de descomposición.

Principales métodos:

  • Reacción de ciclización inducida por la base.
  • Cristalografía de rayos X para la confirmación estructural.
  • Experimentos de captura con alquenos, alquinas y alcoholes.

Principales resultados:

  • Los complejos estables de fosfepina fueron sintetizados en un solo paso.
  • Las fosfeninas se sometieron a la eliminación chelotrópica del naftaleno a temperaturas elevadas.
  • Se generaron complejos transitorios de fosfinideno y se atraparon en altos rendimientos.

Conclusiones:

  • Se estableció una nueva ruta hacia complejos estables de fosfepina.
  • Se demuestra la fácil generación y captura de complejos de fosfinideno a partir de fosfepinas.
  • Esta metodología ofrece una nueva vía para la síntesis de compuestos organofosforados.