155116-19-1Relevant articles and documents
Anion-π Catalysis on Fullerenes
López-Andarias, Javier,Frontera, Antonio,Matile, Stefan
, p. 13296 - 13299 (2017)
Anion-π interactions on fullerenes are about as poorly explored as the use of fullerenes in catalysis. However, strong exchange-correlation contributions and the localized π holes on their surface promise unique selectivities. To elaborate on this promise, tertiary amines are attached nearby. Dependent on their positioning, the resulting stabilization of anionic transition states on fullerenes is shown to accelerate disfavored enolate addition and exo Diels-Alder reactions enantioselectively. The found selectivities are consistent with computational simulations, particularly concerning the discrimination of differently planarized and charge-delocalized enolate tautomers by anion-π interactions. Enolate-π interactions on fullerenes are much shorter than standard π- π interactions and anion-π interactions on planar surfaces, and alternative cation-π interactions are not observed. These findings open new perspectives with regard to anion-π interactions in general and the use of carbon allotropes in catalysis.
The use of solid phase synthesis for the preparation of monoadducts of fullerene C60
Nikolaev,Klimenicheva, Yu. S.,Davidovich,Piotrovskii
, (2012)
The method of solid phase synthesis was proposed for the preparation of monoadducts of fullerene C60 using 3′H-cyclopropa[1,9](C 60-I h )[5,6]fullerene-3′-carboxylic acid as an example.
Toward controlled spacing in one-dimensional molecular chains: Alkyl-chain-functionalized fullerenes in carbon nanotubes
Chamberlain, Thomas W.,Camenisch, Andrew,Champness, Neil R.,Briggs, G. Andrew D.,Benjamin, Simon C.,Ardavan, Arzhang,Khlobystov, Andrei N.
, p. 8609 - 8614 (2008/02/09)
A range of fullerenes (C60) functionalized with long alkyl chains have been synthesized and inserted into single-walled carbon nanotubes. The impact of the alkyl chain length and of the type of linker between the addend and the fullerene cage on the geometry of molecular arrays in nanotube has been studied by high-resolution transmission electron microscopy. In the presence of functional groups the mean interfullerene separations are significantly increased by 2-8 nm depending on the length of the alkyl chain, but the periodicity of the fullerene arrays is disrupted due to the conformational flexibility of the alkyl groups.