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Supramolecular Assemblies of a Nitrogen-embedded Buckybowl Dimer with C

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Journal Chem Sci
Specialty Chemistry
Date 2018 Apr 10
PMID 29629149
Citations 6
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Abstract

A directly connected azabuckybowl dimer was synthesized 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. In the presence of two equivalents of C, 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 were detected predominantly, and these precipitated upon increasing the concentration of C. 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 NMR analysis revealed that the precipitate consists of the dimer and C in a 1 : 1 ratio.

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