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Supramolecular assemblies of a nitrogen-embedded buckybowl dimer with C. | LitMetric

Supramolecular assemblies of a nitrogen-embedded buckybowl dimer with C.

Chem Sci

Department of Molecular and Macromolecular Chemistry , Graduate School of Engineering , Nagoya University, Furo-cho , Chikusa-ku , Nagoya , Aichi 464-8603 , Japan . Email: ; Email:

Published: January 2018

AI Article Synopsis

  • A new azabuckybowl dimer was created using a palladium-catalyzed method that connects carbon-hydrogen (C-H) and carbon-bromine (C-Br) bonds.
  • The azabuckybowl's pyrrolic nitrogen atoms interact strongly with carbon, leading to the formation of crystals when treated with a specific amount of carbon (C).
  • In more diluted solutions, a different ratio (1:1) of the dimer and carbon appears, forming fiber-like aggregates, which suggests the development of one-dimensional supramolecular structures.

Article 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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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5872494PMC
http://dx.doi.org/10.1039/c7sc04453dDOI Listing

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