Cyclo[<i>m</i>]pyridine[<i>n</i>]pyrroles: Hybrid Macrocycles That Display Expanded π-Conjugation upon Protonation Zhan Zhang Jong Min Lim Masatoshi Ishida Vladimir V. Roznyatovskiy Vincent M. Lynch Han-Yuan Gong Xiaoping Yang Dongho Kim Jonathan L. Sessler 10.1021/ja211985k.s007 https://acs.figshare.com/articles/dataset/Cyclo_i_m_i_pyridine_i_n_i_pyrroles_Hybrid_Macrocycles_That_Display_Expanded_Conjugation_upon_Protonation/2543590 Novel hybrid cyclo­[<i>m</i>]­pyridine­[<i>n</i>]­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. 2012-03-07 00:00:00 macrocycle Hybrid Conjugation spectroscopic features ProtonationNovel Suzuki intersubunit conjugation Display Cyclo proposal parameter cyclo compound NMR Macrocycle extension protonation species