Supramolecular Assemblies of a Nitrogen-embedded Buckybowl Dimer with C
Overview
Affiliations
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.
Cycl[2,2,4]azine-embedded non-alternant nanographenes containing fused antiaromatic azepine ring.
Ruan L, Luo W, Zhang H, Liu P, Shi Y, An P Chem Sci. 2024; 15(4):1511-1519.
PMID: 38274082 PMC: 10806646. DOI: 10.1039/d3sc05515a.
Recent advances in supramolecular fullerene chemistry.
Chang X, Xu Y, von Delius M Chem Soc Rev. 2023; 53(1):47-83.
PMID: 37853792 PMC: 10759306. DOI: 10.1039/d2cs00937d.
Fully conjugated azacorannulene dimer as large diaza[80]fullerene fragment.
Wang W, Hanindita F, Hamamoto Y, Li Y, Ito S Nat Commun. 2022; 13(1):1498.
PMID: 35314682 PMC: 8938435. DOI: 10.1038/s41467-022-29106-w.
Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds.
Borissov A, Maurya Y, Moshniaha L, Wong W, Zyla-Karwowska M, Stepien M Chem Rev. 2021; 122(1):565-788.
PMID: 34850633 PMC: 8759089. DOI: 10.1021/acs.chemrev.1c00449.
Gas-Phase Transformation of Fluorinated Benzoporphyrins to Porphyrin-Embedded Conical Nanocarbons.
Lungerich D, Hitzenberger J, Ruppel M, Dopper T, Witt M, Ivanovic-Burmazovic I Chemistry. 2020; 26(53):12180-12187.
PMID: 32578918 PMC: 7540561. DOI: 10.1002/chem.202002638.