1007312-14-2Relevant academic research and scientific papers
Strong stacking between F...H-N hydrogen-bonded foldamers and fullerenes: Formation of supramolecular nano networks
Li, Chuang,Zhu, Yuan-Yuan,Yi, Hui-Ping,Li, Chang-Zhi,Jiang, Xi-Kui,Li, Zhan-Ting,Yu, Yi-Hua
, p. 9990 - 9998 (2008/09/17)
The stacking interactions between F...H-N hydrogen-bonded foldamers 1-3, bis-foldamer 4, and trisfoldamer 5 and C60 and C70 are described. Compound 4 contains two folded units, which are connected by an isophthalamide linker, whereas 5 has a C3-symmetrical discotic structure, in which three folded units are connected by a benzene-1,3,5- tricarboxamide unit. UV/Vis, fluorescence, and NMR experiments have revealed that the foldamers or folded units strongly stack with fullerenes in chloroform. The (apparent) association constants of the respective complexes have been determined by a fluorescence titration method. The strong association is tentatively attributed to intermolecular cooperative fluorophenyl...π and solvophobic interactions. A similar but weaker interaction has also been observed between an MeO...H-N hydro gen-bonded foldamer and fullerenes. AFM studies have revealed that the surfaces of 3 and 4 show fibrous networks, while the surface of 5 shows particles. In sharp contrast, mixtures of 3 and 4 with C60 have been shown to generate thinner separated fibrils, whereas a mixture of 5 and C60 produces honeycomb-like nano networks, for which a columnar cooperative stacking pattern is proposed. The results demonstrate the usefulness of F-H-N hydrogen-bonded folded structures in the construction of nanoscaled materials.
