Photophysical, electrochemical, and mesomorphic properties of a liquid-crystalline [60]fullerene–peralkylated ferrocene dyad

Stéphane Campidelli; Marjorie Séverac; David Scanu; Robert Deschenaux; Ester Vázquez; Dragana Milic; Maurizio Prato; Maurizio Carano; Massimo Marcaccio; Francesco Paolucci; G. M. Aminur Rahman; Dirk M. Guldi

doi:10.1039/B716806C

Photophysical, electrochemical, and mesomorphic properties of a liquid-crystalline [60]fullerene–peralkylated ferrocene dyad†

Stéphane Campidelli,*^ab Marjorie Séverac,^b David Scanu,^b Robert Deschenaux,^b Ester Vázquez,^cd Dragana Milic,^de Maurizio Prato,*^d Maurizio Carano,^f Massimo Marcaccio,^f Francesco Paolucci,*^f G. M. Aminur Rahman^g and Dirk M. Guldi*^g

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* Corresponding authors

^a Laboratoire d'Electronique Moléculaire, Service de Physique de l'Etat Condensé (CNRS URA 2464), CEA Saclay, F-91191 Gif sur Yvette Cedex, France
E-mail: stephane.campidelli@cea.fr
Fax: +33-(0)169086640
Tel: +33-(0)169088877

^b Institut de Chimie, Université de Neuchâtel, Avenue de Bellevaux 51, CP 158, CH-2009 Neuchâtel, Switzerland

^c Departamento de Química Inorgánica, Orgánica y Bioquímica, Facultad de Químicas, Universidad Castilla-La Mancha, Ciudad Real, Spain

^d Dipartimento di Scienze Farmaceutiche, INSTM, unit of Trieste, Università degli Studi di Trieste, Piazzale Europa 1, I-34127 Trieste, Italy
E-mail: prato@units.it
Fax: +39-04052572
Tel: +39-0405587883

^e Faculty of Chemistry, University of Belgrade, PO Box 158, 11000 Belgrade, Yugoslavia

^f Università di Bologna, Dipartimento di Chimica “G. Ciamician”, via Selmi 2, I-40126 Bologna, Italy
E-mail: francesco.poalucci@unibo.it
Fax: +39-0512099456
Tel: +39-0512099465

^g Friedrich-Alexander-Universität Erlangen-Nürnberg Universität Erlangen, Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials (ICMM), Egerlandstrasse 3, D-91058 Erlangen, Germany
E-mail: guldi@chemie.uni-erlangen.de
Fax: +49-(0)9131/85-28307
Tel: +49-(0)9131/85-27341

Abstract

Two fullerene–peralkylated ferrocene derivatives were synthesized: (1) a liquid-crystalline dyad (compound 1) was obtained by introduction of nonamethyl ferrocene into a liquid-crystalline fullerene derivative and (2) a reference compound (compound 2) was synthesized by attachment of nonamethyl ferrocene to a fulleropyrrolidine. The liquid-crystalline dyad displayed an enantiotropic smectic A phase from 57 to 155 °C. Oxidation and reduction processes were investigated by cyclic voltammetry, and were in agreement with the electrochemical characteristics of the redox-active units (peralkylated ferrocene, fullerene, dendrimer). Photoinduced electron transfer from ferrocene derivative to fullerene was identified.

This article is part of the themed collection: Carbon nanostructures

Journal of Materials Chemistry

Photophysical, electrochemical, and mesomorphic properties of a liquid-crystalline [60]fullerene–peralkylated ferrocene dyad†

Abstract

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Photophysical, electrochemical, and mesomorphic properties of a liquid-crystalline [60]fullerene–peralkylated ferrocene dyad

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