Université de Neuchâtel

Liquid-Crystalline Bisadducts of [60]Fullerene

Campidelli, Stéphane ; Vázquez, Ester ; Milic, Dragana ; Lenoble, Julie ; Atienza Castellanos, Carmen ; Sarova, Ginka ; Guldi, Dirk M. ; Deschenaux, Robert ; Prato, Maurizio

In: The Journal of Organic Chemistry (JOC), 2006, vol. 71, no. 20, p. 7603–7610

A second-generation cyanobiphenyl-based dendrimer was used as a liquid-crystalline promoter to synthesize mesomorphic bisadducts of [60]fullerene. Liquid-crystalline trans-2, trans-3, and equatorial bisadducts were obtained by condensation of the liquid-crystalline promoter, which carries a carboxylic acid function, with the corresponding bisaminofullerene derivatives. A monoadduct...

Université de Neuchâtel

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

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

In: Journal of Materials Chemistry, 2008, vol. 18, p. 1504-1509

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...

Université de Neuchâtel

A dendritic fullerene–porphyrin dyad

Campidelli, Stéphane ; Deschenaux, Robert ; Swartz, Angela ; Rahman, G. M. Aminur ; Guldi, Dirk M. ; Milic, Dragana ; Vázquez, Ester ; Prato, Maurizio

In: Photochemical & Photobiological Sciences, 2006, vol. 5, no. 12, p. 1137-1141

We describe the synthesis, characterization and photophysical properties of a fullerene derivative whose structure includes a Zn-porphyrin and a second generation liquid-crystalline (LC) dendrimer. The size of the fullerene and porphyrin units with respect to the size of the LC dendrimer prevents the formation of liquid-crystalline phases. However, this system gives interesting photoinduced...

Université de Neuchâtel

Liquid-crystalline fullerene–ferrocene dyads

Campidelli, Stéphane ; Vázquez, Ester ; Milic, Dragana ; Prato, Maurizio ; Barberá, Joaquín ; Guldi, Dirk M. ; Marcaccio, Massimo ; Paolucci, Demis ; Paolucci, Francesco ; Deschenaux, Robert

In: Journal of Materials Chemistry, 2004, vol. 14, p. 1266 - 1272

The 1,3-dipolar cycloaddition reaction was used to assemble fullerene, ferrocene and a second-generation liquid-crystalline cyanobiphenyl-based dendrimer. The targeted compound displayed an enantiotropic smectic A phase from 40 to 135 °C. The d-layer spacing was determined by X-ray diffraction, and was found to be independent of temperature with a value of 95 Å. Molecular modeling and...