Journal
CHEMICAL SCIENCE
Volume 9, Issue 4, Pages 819-824Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7sc04453d
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Funding
- JSPS KAKENHI [JP16H06031, JP26102003, JP15H00731]
- Program for Leading Graduate Schools Integrative Graduate Education and Research in Green Natural Sciences from MEXT (Japan)
- Tokuyama Science Foundation
- [JP15J10528]
- Grants-in-Aid for Scientific Research [17H04874, 26102011, 26102003, 15J10528] Funding Source: KAKEN
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A directly connected azabuckybowl dimer was synthesized via a palladium-catalysed C-H/C-Br coupling. The electron-donating nature of the pyrrolic nitrogen atoms of the azabuckybowl enabled a strong complexation with pristine C-60. In the presence of two equivalents of C-60, the azabuckybowl dimer formed crystals with a 1 : 2 stoichiometry. Conversely, in diluted solution, complexes with a 1 : 1 stoichiometry of the dimer and C-60 were detected predominantly, and these precipitated upon increasing the concentration of C-60. Scanning electron microscopy images of the precipitate showed fibre-like aggregates, indicating the formation of supramolecular assemblies with 1D chain structures. A variable-temperature H-1 NMR analysis revealed that the precipitate consists of the dimer and C-60 in a 1 : 1 ratio.
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