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Título:
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Anion-? Catalysis on Carbon Nanotubes
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Autores:
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Bornhof, Anna Bea ;
Vázquez Nakagawa, M. ;
Rodríguez Perez, Laura ;
Herranz, M.Angeles ;
Sakai, Naomi ;
Martín, Nazario ;
Matile, Stefan ;
López Andarias, Javier
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Tipo de documento:
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texto impreso
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Editorial:
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Wiley-VCH, 2019-11
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Dimensiones:
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application/pdf
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Nota general:
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info:eu-repo/semantics/openAccess
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Idiomas:
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Palabras clave:
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Estado = Publicado
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Materia = Ciencias: Química: Química orgánica
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Tipo = Artículo
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Resumen:
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Induced ? acidity from polarizability is currently emerging as most effective to stabilize anionic transition states on aromatic ? surfaces, that is anion-? catalysis. To access extreme polarizability, we here propose a shift of attention from homogeneous toward heterogeneous anion-? catalysis on higher carbon allotropes. According to benchmark enolate addition chemistry, multi-walled carbon nanotubes equipped with tertiary amine bases outperform single-walled carbon nanotubes clearly. This difference is consistent with polarizability of the former not only along but also between the tubes. Inactivation by ?-basic aromatics and saturation with increasing catalyst concentration support that catalysis occurs on the ? surface of the tubes. Increasing rate and selectivity of existing anion-? catalysts (naphthalenediimides > fullerenes) on the Surface of unmodified nanotubes is consistent with transition-state stabilization by electron sharing into the tubes, i.e., induced anion-? interactions. On pristine tubes, anion-? catalysis is realized by noncovalent interfacing with ?-basic pyrenes.
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En línea:
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https://eprints.ucm.es/58520/1/Preprint-AngewChemIntEd-2019-58-16097.pdf
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