Tetraoxa[24]porphyrinogen(4.0.4.0)/tetraoxa[22]porphyrin(4.0.4.0) dication - A further isomer of the aromatic 22 pi-tetraoxaporphyrins

Märkl, Gottfried and Hafner, Markus and Kreitmeier, Peter and Burgemeister, Thomas and Kastner, Fritz and Porsch, Michael and Daub, Jörg (1996) Tetraoxa[24]porphyrinogen(4.0.4.0)/tetraoxa[22]porphyrin(4.0.4.0) dication - A further isomer of the aromatic 22 pi-tetraoxaporphyrins. TETRAHEDRON, 52 (6). pp. 1981-1996. ISSN 0040-4020

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Abstract

While the antiaromatic tetraoxa[24]porphyrinogen(2.2.2.2) 1 (trans,cis,trans,cis) and the corresponding aromatic dication 1(2+) have been published recently, the synthesis of the title compounds is described for the first time. Beside the cis,trans,cis,trans-tetraoxa[24]porphyrinogen(4.0.4.0) 2b the isomeric porphyrinogens 2a (hans, cis,cis,trans) and 2c (all-trans in the cisoid conformation) could be isolated. The tetraoxa[22]porphyrin(4.0.4.0) dication is an aromatic 22 pi-system, it exists only in the cis,trans,cis,trans-configuration. The dication 2b(2+) can be reduced with tetrakis-N,N-dimethylaminoethene to give pure porphyrinogen 2b. The electrochemistry of the system 2/2b(2+) and AM1 calculations are described.

Item Type: Article
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Prof. Dr. Jörg Daub
Depositing User: Dr. Gernot Deinzer
Date Deposited: 14 Nov 2023 07:27
Last Modified: 14 Nov 2023 07:27
URI: https://pred.uni-regensburg.de/id/eprint/51945

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