title: [60]Fullerene-porphyrin [n]pseudorotaxanes: self-assembly, photophysics and third-order NLO response.
abstract: By means of different spectroscopic techniques, we investigate a novel series of porphyrin derivatives (H2TPP), connected to dibenzo-24-crown-8 (DB24C8) moieties, which undergo self-assembly with different methano[60]fullerene units bearing dibenzylammonium (DBA) cations. The formation of both [2] and [3]pseudorotaxanes was proved by means of NMR, UV-Vis-NIR absorption and emission spectroscopies. With the support of molecular modelling studies, spectroscopic investigations showed the presence of a secondary interaction between the porphyrin and the C60 chromophores leading to the formation of different types of "face-to-face" assemblies. Remarkably, investigations of the non-linear optical response of these supramolecular systems showed that individual porphyrin and fullerene derivatives exhibit significantly lower second hyperpolarizability values when compared to their pseudorotaxanes functionalised counterparts. This proves that this class of supramolecular materials possesses relevant NLO response, which strongly depends on the structural arrangement of the chromophores in solution.
authors.affiliation: Department of Chemical and Pharmaceutical Sciences, INSTM UdR Trieste, University of Trieste, Piazzale Europa 1, 34127 Trieste, Italy.
authors.forename: L
authors.initials: L
authors.lastname: Đorđević
authors.affiliation: Department of Chemical and Pharmaceutical Sciences, INSTM UdR Trieste, University of Trieste, Piazzale Europa 1, 34127 Trieste, Italy.
authors.forename: T
authors.initials: T
authors.lastname: Marangoni
authors.affiliation: Namur Research College (NARC) and Department of Chemistry, University of Namur, Rue de Bruxelles 61, 5000 Namur, Belgium. davide.bonifazi@unamur.be.
authors.forename: F
authors.initials: F
authors.lastname: De Leo
authors.affiliation: Institute of Chemical Engineering Sciences, Foundation for Research and Technology-Hellas (FORTH), 26504 Patras, Greece and Department of Physics, University of Patras, 26504 Patras, Greece. couris@iceht.forth.gr.
authors.forename: I
authors.initials: I
authors.lastname: Papagiannouli
authors.affiliation: Institute of Chemical Engineering Sciences, Foundation for Research and Technology-Hellas (FORTH), 26504 Patras, Greece and Department of Physics, University of Patras, 26504 Patras, Greece. couris@iceht.forth.gr.
authors.forename: P
authors.initials: P
authors.lastname: Aloukos
authors.affiliation: Institute of Chemical Engineering Sciences, Foundation for Research and Technology-Hellas (FORTH), 26504 Patras, Greece and Department of Physics, University of Patras, 26504 Patras, Greece. couris@iceht.forth.gr.
authors.forename: S
authors.initials: S
authors.lastname: Couris
authors.affiliation: Istituto per la Sintesi Organica e la Fotoreattività, Consiglio Nazionale delle Ricerche (CNR-ISOF), Via Gobetti 101, 40129 Bologna, Italy. nicola.armaroli@isof.cnr.it.
authors.forename: E
authors.initials: E
authors.lastname: Pavoni
authors.affiliation: Istituto per la Sintesi Organica e la Fotoreattività, Consiglio Nazionale delle Ricerche (CNR-ISOF), Via Gobetti 101, 40129 Bologna, Italy. nicola.armaroli@isof.cnr.it.
authors.forename: F
authors.initials: F
authors.lastname: Monti
authors.affiliation: Istituto per la Sintesi Organica e la Fotoreattività, Consiglio Nazionale delle Ricerche (CNR-ISOF), Via Gobetti 101, 40129 Bologna, Italy. nicola.armaroli@isof.cnr.it.
authors.forename: N
authors.initials: N
authors.lastname: Armaroli
authors.affiliation: Department of Chemical and Pharmaceutical Sciences, INSTM UdR Trieste, University of Trieste, Piazzale Europa 1, 34127 Trieste, Italy.
authors.forename: M
authors.initials: M
authors.lastname: Prato
authors.affiliation: Department of Chemical and Pharmaceutical Sciences, INSTM UdR Trieste, University of Trieste, Piazzale Europa 1, 34127 Trieste, Italy and Namur Research College (NARC) and Department of Chemistry, University of Namur, Rue de Bruxelles 61, 5000 Namur, Belgium. davide.bonifazi@unamur.be.
authors.forename: D
authors.initials: D
authors.lastname: Bonifazi