Liquid-crystalline bisadducts of [60]fullerene
Authorized Users Only
2006
Authors
Campidelli, StephaneVazquez, Ester
Milić, Dragana
Lenoble, Julie
Castellanos, Carmen Atienza
Sarova, Ginka
Guldi, Dirk M.
Deschenaux, Robert
Prato, Maurizio
Article (Published version)
Metadata
Show full item recordAbstract
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 of fullerene was also prepared for comparative purposes. All the compounds gave rise to smectic A phases. An additional mesophase, which could not be identified, was observed for the trans-2 derivative. The supramolecular organization of the monoadduct derivative is governed by steric constraints. Indeed, for efficient space filling, adequacy between the cross-sectional areas of fullerene (similar to 100 angstrom(2)) and of the mesogenic groups (similar to 22-25 angstrom(2) per mesogenic group) is required. As a consequence, the monoadduct forms a bilayered smectic A phase. The supramolecular organization of... the bisadducts is essentially governed by the nature and structure of the mesogenic groups and dendritic core. Therefore, the bisadducts form monolayered smectic A phases. The title compounds are promising supramolecular materials as they combine the self-organizing behavior of liquid crystals with the properties of fullerene.
Source:
Journal of Organic Chemistry, 2006, 71, 20, 7603-7610Publisher:
- Amer Chemical Soc, Washington
DOI: 10.1021/jo0609576
ISSN: 0022-3263
PubMed: 16995664
WoS: 000240677900013
Scopus: 2-s2.0-33749120952
Collections
Institution/Community
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Campidelli, Stephane AU - Vazquez, Ester AU - Milić, Dragana AU - Lenoble, Julie AU - Castellanos, Carmen Atienza AU - Sarova, Ginka AU - Guldi, Dirk M. AU - Deschenaux, Robert AU - Prato, Maurizio PY - 2006 UR - https://cherry.chem.bg.ac.rs/handle/123456789/802 AB - 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 of fullerene was also prepared for comparative purposes. All the compounds gave rise to smectic A phases. An additional mesophase, which could not be identified, was observed for the trans-2 derivative. The supramolecular organization of the monoadduct derivative is governed by steric constraints. Indeed, for efficient space filling, adequacy between the cross-sectional areas of fullerene (similar to 100 angstrom(2)) and of the mesogenic groups (similar to 22-25 angstrom(2) per mesogenic group) is required. As a consequence, the monoadduct forms a bilayered smectic A phase. The supramolecular organization of the bisadducts is essentially governed by the nature and structure of the mesogenic groups and dendritic core. Therefore, the bisadducts form monolayered smectic A phases. The title compounds are promising supramolecular materials as they combine the self-organizing behavior of liquid crystals with the properties of fullerene. PB - Amer Chemical Soc, Washington T2 - Journal of Organic Chemistry T1 - Liquid-crystalline bisadducts of [60]fullerene VL - 71 IS - 20 SP - 7603 EP - 7610 DO - 10.1021/jo0609576 ER -
@article{ author = "Campidelli, Stephane and Vazquez, Ester and Milić, Dragana and Lenoble, Julie and Castellanos, Carmen Atienza and Sarova, Ginka and Guldi, Dirk M. and Deschenaux, Robert and Prato, Maurizio", year = "2006", abstract = "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 of fullerene was also prepared for comparative purposes. All the compounds gave rise to smectic A phases. An additional mesophase, which could not be identified, was observed for the trans-2 derivative. The supramolecular organization of the monoadduct derivative is governed by steric constraints. Indeed, for efficient space filling, adequacy between the cross-sectional areas of fullerene (similar to 100 angstrom(2)) and of the mesogenic groups (similar to 22-25 angstrom(2) per mesogenic group) is required. As a consequence, the monoadduct forms a bilayered smectic A phase. The supramolecular organization of the bisadducts is essentially governed by the nature and structure of the mesogenic groups and dendritic core. Therefore, the bisadducts form monolayered smectic A phases. The title compounds are promising supramolecular materials as they combine the self-organizing behavior of liquid crystals with the properties of fullerene.", publisher = "Amer Chemical Soc, Washington", journal = "Journal of Organic Chemistry", title = "Liquid-crystalline bisadducts of [60]fullerene", volume = "71", number = "20", pages = "7603-7610", doi = "10.1021/jo0609576" }
Campidelli, S., Vazquez, E., Milić, D., Lenoble, J., Castellanos, C. A., Sarova, G., Guldi, D. M., Deschenaux, R.,& Prato, M.. (2006). Liquid-crystalline bisadducts of [60]fullerene. in Journal of Organic Chemistry Amer Chemical Soc, Washington., 71(20), 7603-7610. https://doi.org/10.1021/jo0609576
Campidelli S, Vazquez E, Milić D, Lenoble J, Castellanos CA, Sarova G, Guldi DM, Deschenaux R, Prato M. Liquid-crystalline bisadducts of [60]fullerene. in Journal of Organic Chemistry. 2006;71(20):7603-7610. doi:10.1021/jo0609576 .
Campidelli, Stephane, Vazquez, Ester, Milić, Dragana, Lenoble, Julie, Castellanos, Carmen Atienza, Sarova, Ginka, Guldi, Dirk M., Deschenaux, Robert, Prato, Maurizio, "Liquid-crystalline bisadducts of [60]fullerene" in Journal of Organic Chemistry, 71, no. 20 (2006):7603-7610, https://doi.org/10.1021/jo0609576 . .