Unveiling the nature of supramolecular crown ether–C60 interactions

A series of exTTF-(crown ether)2 receptors, designed to host C60, has been prepared. The size of the crown ether and the nature of the heteroatoms have been systematically changed to fine tune the association constants, which were determined by a number of complementary spectroscopic techniques. Ele...

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Detalles Bibliográficos
Autores: Moreira, Luis, Calbo, Joaquín, Krick Calderón, Rafael M., Santos, José, Illescas, Beatriz M., Aragó, Juan, Nierengarten, Jean-Françoise, Guldi, Dirk M., Orti, Enrique, Martín, Nazario
Tipo de recurso: artículo
Fecha de publicación:2015
País:España
Institución:Universidad Complutense de Madrid (UCM)
Repositorio:Docta Complutense
Idioma:inglés
OAI Identifier:oai:docta.ucm.es:20.500.14352/35100
Acceso en línea:https://hdl.handle.net/20.500.14352/35100
Access Level:acceso abierto
Palabra clave:547
Absorption spectroscopy
Charge transfer
Ethers
Excited states
Ground state
Ligands
Química orgánica (Química)
2306 Química Orgánica
Descripción
Sumario:A series of exTTF-(crown ether)2 receptors, designed to host C60, has been prepared. The size of the crown ether and the nature of the heteroatoms have been systematically changed to fine tune the association constants, which were determined by a number of complementary spectroscopic techniques. Electrochemical measurements and transient absorption spectroscopy assisted in corroborating charge transfer in the ground state and in the excited state, leading to the formation of radical ion pairs featuring lifetimes in the range from 12 to 21 ps. To rationalize the nature of the exTTF-(crown ether)2$C60 stabilizing interactions, theoretical calculations have been carried out, suggesting a synergetic interplay of donor–acceptor, p–p, n–p and CH/p interactions, which is the basis for theaffinity of our novel receptors towards C60.