title: Cyclo[m]pyridine[n]pyrroles: hybrid macrocycles that display expanded π-conjugation upon protonation.
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.
authors.affiliation: Department of Chemistry and Biochemistry, 1 University Station-A5300, The University of Texas at Austin, Austin, Texas 78712-0165, USA.
authors.forename: Zhan
authors.initials: Z
authors.lastname: Zhang
authors.forename: Jong Min
authors.initials: JM
authors.lastname: Lim
authors.forename: Masatoshi
authors.initials: M
authors.lastname: Ishida
authors.forename: Vladimir V
authors.initials: VV
authors.lastname: Roznyatovskiy
authors.forename: Vincent M
authors.initials: VM
authors.lastname: Lynch
authors.forename: Han-Yuan
authors.initials: HY
authors.lastname: Gong
authors.forename: Xiaoping
authors.initials: X
authors.lastname: Yang
authors.forename: Dongho
authors.initials: D
authors.lastname: Kim
authors.forename: Jonathan L
authors.initials: JL
authors.lastname: Sessler
mesh_terms: D018360:Crystallography, X-Ray; D047028:Macrocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011522:Protons; D011725:Pyridines / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D047028:Macrocyclic Compounds; D011522:Protons; D011725:Pyridines; D011758:Pyrroles; C023666:pyridine