title: Self-assembly of C(60) pi-extended tetrathiafulvalene (exTTF) dyads on gold surfaces.
abstract: The first self-assembly of a C60 pi-extended tetrathiafulvalene (exTTF) dyad on a gold surface is reported. Four fullerene derivatives, two of them containing p-quinonoid pi-extended tetrathiafulvalenes (exTTFs), have been synthesized, and their solution electrochemistry has been investigated by means of cyclic voltammetry. Fullerene-containing SAMs of thioctic acid derivatives 3 and 6 have also been investigated by cyclic voltammetry. The cyclic voltammograms of both compounds exhibit three reversible reduction waves, and for compound 6, one irreversible oxidation process corresponding to the oxidation of the exTTF subunit is observed. Stable self-assembled monolayers (SAMs) of fullerene derivative 3 were formed on gold surfaces, whereas dyad 6 does not present a very clear electrochemical response, most probably as a result of structural rearrangements on the monolayer or charge transfer between the C60 and exTTF moieties.
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, E-28040 Madrid, Spain.
authors.forename: María
authors.initials: M
authors.lastname: Sierra
authors.forename: M Angeles
authors.initials: MA
authors.lastname: Herranz
authors.forename: Sheng
authors.initials: S
authors.lastname: Zhang
authors.forename: Luis
authors.initials: L
authors.lastname: Sanchez
authors.forename: Nazario
authors.initials: N
authors.lastname: Martín
authors.forename: Luis
authors.initials: L
authors.lastname: Echegoyen
mesh_terms: D004563:Electrochemistry; D037741:Fullerenes / Q000737:chemistry*; D006046:Gold / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D013499:Surface Properties
chemical_list: D037741:Fullerenes; D006571:Heterocyclic Compounds; D006046:Gold; C063887:tetrathiafulvalene; C069837:fullerene C60