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Dioxabenzosafirina: un nuevo análogo de safirina derivado del benzodifurano

Dong-Gyu Cho¹, Patrick Plitt, Sung Kuk Kim

¹Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, The University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712-0165, USA.

Journal of the American Chemical Society

|July 23, 2008

Resumen

Los investigadores sintetizaron la dioxabenzosafirina, un nuevo análogo de la zafirina. Este compuesto macrocíclico muestra una unión débil para huéspedes neutrales como el fenol, lo que sugiere nuevas aplicaciones para las porfirinas expandidas modificadas por el núcleo.

Área de la Ciencia:

Química orgánica es la química orgánica.
Química supramolecular de las moléculas.

Sus antecedentes:

Las safirinas son compuestos macrocíclicos con un núcleo central.
Los derivados de la safirina Pentaaza contienen centros de nitrógeno protonado.

Objetivo del estudio:

Para sintetizar y caracterizar un nuevo análogo de la zafirina, la dioxabenzosafirina.
Para investigar las propiedades de unión de aniones y huéspedes neutros de la dioxabenzosafirina.

Principales métodos:

Síntesis de la dioxabenzosafirina.
Caracterización del nuevo compuesto macrocíclico.
Estudios de unión de aniones y huéspedes neutros.

Principales resultados:

Dioxabenzosapphyrin fue sintetizado y caracterizado con éxito.
La incorporación de átomos de oxígeno redujo la afinidad aniónica en comparación con las zafirinas all-aza.
Dioxabenzosapphyrin exhibió una unión débil para huéspedes neutrales como el fenol y el 4-nitrofenol.

Conclusiones:

El núcleo macrocíclico modificado de la dioxabenzosafirina altera sus propiedades de unión.
La capacidad de unirse a huéspedes neutros abre aplicaciones potenciales para las porfirinas expandidas modificadas por el núcleo como receptores.

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