2024-03-29T02:20:05Zhttps://uvadoc.uva.es/oai/requestoai:uvadoc.uva.es:10324/399162021-11-04T10:03:32Zcom_10324_1186com_10324_931com_10324_894com_10324_28542com_10324_952com_10324_28708com_10324_954col_10324_1404col_10324_28543col_10324_28709
Dual-Tweezer Behavior of an Octapodal Pyrene Porphyrin-Based System as a Host for Fullerenes
Ferrero, Sergio
Barbero San Juan, Héctor
Miguel San José, Daniel
García Rodríguez, Raúl
Álvarez González, Celedonio Manuel
Carbon nanomaterials
Nanomateriales de carbono
Hydrocarbons
Hidrocarburos
Aromatic compounds
Compuestos aromáticos
Nanospheres
Nanoesferas
Pyrrole
Pirrol
Producción Científica
The incorporation of eight pyrene units in a single porphyrin core exhibits a great synergistic effect, resulting in high affinity toward C60 and C70. This octapyrene porphyrin is easily accessible by a straightforward two-step synthetic approach that involves an octuple Suzuki reaction. The new supramolecular platform can present single- or double-tweezer fullerene hosting behavior. The switch from double- to single-tweezer behavior is triggered by the simple coordination of Zn2+ to the porphyrin. Both the octapyrene porphyrin 2HPOP and its zinc metalloporphyrin analogue ZnPOP show very high affinity for C60 and C70, while simultaneously allowing the discrimination of C70 over C60 in a C60/C70 mixture. The use of 2HPOP and ZnPOP for the enrichment of real fullerene mixtures is also demonstrated.
Ministerio de Economía, Industria y Competitividad (grants CTQ 2013-41067-P / PGC 2018-099470-B-100)
2019-12-17T12:50:42Z
2019-12-17T12:50:42Z
2019
info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
https://doi.org/10.1021/acs.joc.9b00362
The Journal of Organic Chemistry, 2019, vol. 84. p. 6183-6190
1520-6904
http://uvadoc.uva.es/handle/10324/39916
6183
10
6190
The Journal of Organic Chemistry
84
1520-6904
eng
https://pubs.acs.org/doi/10.1021/acs.joc.9b00362
Attribution-NonCommercial-NoDerivatives 4.0 Internacional
info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-nd/4.0/
© 2019 American Chemical Society
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ACS Publications