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Fullereno hueco fundido con el Pentágono en la familia C78 recuperado por cloración

Yuan-Zhi Tan¹, Jia Li, Ting Zhou

¹State Key Laboratory for Physical Chemistry of Solid Surfaces and Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China.

Journal of the American Chemical Society

|August 21, 2010

Resumen

Los investigadores descubrieron un nuevo isómero de fullereno pentagonal no aislado (no IPR), (#23863) C(78). Esta jaula de carbono simétrica C(1) se caracterizó utilizando difracción de rayos X y métodos computacionales, expandiendo la familia conocida de fullerenos.

Área de la Ciencia:

Fullerenos Química de la química de los fullerenos
Química supramolecular de las moléculas.
Química orgánica es la química orgánica.

Sus antecedentes:

Los fullerenos, en particular el C78, son alótropos del carbono ampliamente estudiados.
Solo un isómero pentagonal no aislado (no IPR) C78) fue estabilizado previamente.
Los fullerenos no IPR presentan propiedades estructurales y electrónicas únicas.

Objetivo del estudio:

Informar sobre el descubrimiento y la caracterización estructural de un nuevo isómero C78) no-IPR C78) simétrico con C1).
Para investigar la funcionalización regioselectiva de esta nueva fullerene.
Para aclarar los factores que rigen la selectividad de la reacción de sustitución.

Principales métodos:

Aislamiento y caracterización del nuevo isómero del fullereno como un derivado clorado.
Reacción de sustitución regioselectiva con hidroperoxido de bencilo.
Análisis de difracción de rayos X monocristalino para la determinación estructural.
Espectroscopia infrarroja y estudios computacionales para soporte estructural.

Principales resultados:

Se sintetizó y caracterizó con éxito un nuevo isómero no simétrico C78, (#23863) C78, con pentagones fusionados.
La estructura de (#23863)C(78)(OOCH(2)C(6)H(5))Cl(7) fue confirmada por difracción de rayos X, revelando el núcleo de fullereno.
Los estudios teóricos proporcionaron información sobre la regioselectividad de la reacción de sustitución basada en longitudes de enlace, estabilidad y efectos estéricos.

Conclusiones:

El descubrimiento de (#23863) C(78) amplía la familia de isómeros de fullereno no IPR conocidos.
La funcionalización regioselectiva demuestra la modificación química controlada de las jaulas complejas de fullereno.
Comprender los factores que influyen en la selectividad es crucial para diseñar materiales funcionales de fullereno.

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