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Synthesis of Porphyrin Dimers Fused with a Benzene Unit
Author(s) -
Uno Hidemitsu,
Nakamoto Kenichi,
Kuroki Kenji,
Fujimoto Akiko,
Ono Noboru
Publication year - 2007
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200601644
Subject(s) - porphyrin , bicyclic molecule , moiety , pyrrole , benzene , chemistry , thermal decomposition , stereochemistry , photochemistry , organic chemistry
Bicyclo[2.2.2]octadiene‐connected pyrrolo‐porphyrins have been prepared by an inverse‐type [3+1] porphyrin synthesis of a bicyclo[2.2.2]octadiene‐fused dipyrrole with a tripyrrane dicarbaldehyde. Another [3+1] porphyrin synthesis of pyrrole‐connected porphyrins with the same or other tripyrrane dicarbaldehydes gave bicyclo[2.2.2]octadiene‐bridged diporphyrins, the central metals and/or peripheral substituents of which were different. Thermal decomposition of the bicyclo[2.2.2]octadiene skeleton to a benzene moiety gave π‐system‐fused porphyrin dimers in a highly pure form.