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Updated: May 24, 2026

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Published on: June 10, 2021
Cyclo[m]pyridine[n]pyrroles: hybrid macrocycles that display expanded π-conjugation upon protonation
Zhan Zhang1, Jong Min Lim, Masatoshi Ishida
1Department of Chemistry and Biochemistry, 1 University Station-A5300, The University of Texas at Austin, Austin, Texas 78712-0165, USA.
Abstract:
Novel hybrid cyclo[m]pyridine[n]pyrroles have been synthesized using Suzuki coupling. Their NMR and optical spectroscopic features and solid state structural parameters provide support for the proposal that these species are best described as locally aromatic compounds devoid of long-range intersubunit conjugation. However, an extension of the π-conjugation in the macrocycles can be realized through protonation, as inferred from optical spectroscopic and X-ray diffraction-based structural studies.
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