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A Doubly Zwitterionic Antiaromatic [28]Hexaphyrin Formed upon Deprotonation of 5,20‐Di(N‐methyl‐4‐pyridinium)‐Substituted [28]Hexaphyrin
Authors:Koji Naoda  Prof Dr Atsuhiro Osuka
Institution:Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, Japan
Abstract:A rectangular 5,20‐di(4‐pyridyl) 26]hexaphyrin was reduced with NaBH4 to 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.
Keywords:deprotonation  expanded porphyrin    ckel antiaromatic    bius aromatic  zwitterion
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