866810-73-3Relevant academic research and scientific papers
Versatile bisethynyl[60]fulleropyrrolidine scaffolds for mimicking artificial light-harvesting photoreaction centers
Kremer, Adrian,Bietlot, Emerance,Zanelli, Alberto,Malicka, Joanna M.,Armaroli, Nicola,Bonifazi, Davide
supporting information, p. 1108 - 1117 (2015/03/05)
Fullerene-based tetrads, triads, and dyads are presented in which [60]fulleropyrrolidine synthons are linked to an oligo(p-phenyleneethynylene) antenna at the nitrogen atom and to electron-donor phenothiazine (PTZ) and/or ferrocene (Fc) moieties at the ?±
Restricted rotation in (phenylpyrrolidino)fullerene derivatives
Ajamaa, Fettah,Duarte, Teresa M. Figueira,Bourgogne, Cyril,Holler, Michel,Fowler, Patrick W.,Nierengarten, Jean-Francois
, p. 3766 - 3774 (2007/10/03)
A complete series of (phenylpyrrolidino)fullerene derivatives has been prepared. A detailed conformational analysis of these compounds has been carried out by variable-temperature 1H NMR experiments and computational studies. In the case of (phenylpyrrolidino)fullerene derivatives without ortho substituents, dynamic phenomena arising from restricted rotation around the phenyl-pyrrolidine bond are observed. In contrast, as soon as one of the ortho positions of the phenyl ring is substituted, the rotational energy barrier is high enough to prevent observation under our experimental conditions (room temperature to 120°C) of any dynamic exchange resulting from rotation of the phenyl substituent on the pyrrolidine ring. Whereas, in principle, two diastereoisomeric conformers can exist for the ortho-substituted (phenylpyrrolidino)fullerenes, only the atropisomers in which the unsubstituted ortho position is located atop the fullerene sphere are obtained. We conclude that the reaction of the ortho-substituted benzaldehyde derivatives with C 60 is diastereoselective, affording only one of the two possible atropisomers. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
