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Updated: Feb 6, 2026

Microscopic Visualization of Porous Nanographenes Synthesized through a Combination of Solution and On-Surface Chemistry
Published on: March 4, 2021
Trefoil-Shaped Porous Nanographenes Bearing a Tribenzotriquinacene Core by Three-fold Scholl Macrocyclization
Lisi He1, Chun-Fai Ng1, Yuke Li1
1Department of Chemistry, The Chinese University of Hong Kong, Shatin, Hong Kong, Hong Kong.
Abstract:
Porous curved polycyclic aromatic compounds 6 and 14 bearing a tribenzotriquinacene (TBTQ) core encircled by an m,p,p,m,m,p,p,m,m,p,p,m-cyclododecaphenylene belt were synthesized and characterized by NMR spectroscopy and mass spectrometry. These trefoil hydrocarbon macrocycles were constructed in high yield using an intramolecular three-fold Scholl macrocyclization. X-ray crystal analysis of 14 demonstrated a large wizard-hat-shaped structure with three pores (radii 2.9-3.0 Å). The π-stacking aggregation of the hexa-n-dodecyloxy derivative 6 a and the chloride anion binding properties of 14 were studied by NMR spectroscopy. Such stacking and anion binding properties were much weaker in the singly 11 and doubly macrocyclized products 12.
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