title: A Doubly Zwitterionic Antiaromatic [28]Hexaphyrin Formed upon Deprotonation of 5,20-Di(N-methyl-4-pyridinium)-Substituted [28]Hexaphyrin.
abstract: A rectangular 5,20-di(4-pyridyl) [26]hexaphyrin was reduced with NaBH4to give the corresponding twisted Möbius aromatic [28]hexaphyrin. Subsequent double N-methylation gave a dicationic 5,20-di(N-methyl-4-pyridinium) [28]hexaphyrin, which was converted to a doubly zwitterionic and Hückel antiaromatic [28]hexaphyrin upon deprotonation with sodium methoxide.
authors.affiliation: Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, 606-8502, Japan.
authors.forename: Koji
authors.initials: K
authors.lastname: Naoda
authors.affiliation: Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, 606-8502, Japan. osuka@kuchem.kyoto-u.ac.jp.
authors.forename: Atsuhiro
authors.initials: A
authors.lastname: Osuka
keywords: Hückel antiaromatic; Möbius aromatic; deprotonation; expanded porphyrin; zwitterion