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A Stable Organic Radical Delocalized on a Highly Twisted π System Formed Upon Palladium Metalation of a Möbius Aromatic Hexaphyrin
Author(s) -
Rath Harapriya,
Tokuji Sumito,
Aratani Naoki,
Furukawa Ko,
Lim Jong Min,
Kim Dongho,
Shinokubo Hiroshi,
Osuka Atsuhiro
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200906017
Subject(s) - delocalized electron , metalation , chemistry , aromaticity , absorption (acoustics) , organic chemistry , materials science , molecule , composite material
One more twist of a Möbius strip : Metalation of Möbius‐aromatic hexakis(pentafluorophenyl)[28]hexaphyrin (see picture; Pd red, Cl green, N blue, phenyl rings omitted) provides a highly stable organic radical that is delocalized over a doubly twisted π‐conjugation system. The two‐photon absorption cross‐section is distinctly larger than that of non‐aromatic expanded porphyrins.