Zur Moleküldynamik isomerer antiaromatischer [28]tetraoxaporphyrinogene (6.0.6.0) - isomere [26]tetraoxaporphyrin(6.0.6.0)dikationen = Molecule dynamics of isomeric antiaromatic [28]tetraoxaporphyrinogen(6.0.6.0)-isomeric [26]tetraoxaporphyrin(6.0.6.0.)dications

Märkl, Gottfried and Knott, Th. and Kreitmeier, P. and Burgemeister, Th. and Kastner, F. (1996) Zur Moleküldynamik isomerer antiaromatischer [28]tetraoxaporphyrinogene (6.0.6.0) - isomere [26]tetraoxaporphyrin(6.0.6.0)dikationen = Molecule dynamics of isomeric antiaromatic [28]tetraoxaporphyrinogen(6.0.6.0)-isomeric [26]tetraoxaporphyrin(6.0.6.0.)dications. TETRAHEDRON, 52 (36). pp. 11763-11782. ISSN 0040-4020

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Abstract

[24]Tetraoxaporphyrinogen(2.2.2.2) 1 as well as the [28]tetraoxaporphyrinogens 2 and 3 are highly dynamic molecules by rotation of the hans-ethene and the trans,trans-diene bridges around the sigma-bonds, but the [24]tetraoxaporphyrinogen(4.0.4.0) 4 has no dynamic properties. We describe here the synthesis of the [28]tetraoxaporphyrinogen(6.0.6.0) 5. Neither the isomer E,Z,E,E,Z,E-5a nor Z,E,E,Z,E,E-5b are (obviously due to the steric reasons) dynamic molecules. The porphyrinogens Sa as well as Sb are static molecules at any temperatures and as result of their geometry, which is close to planarity, they have clearly antiaromatic, paratropic character. Both isomers can be oxidized to give the corresponding aromatic, diatropic [26]tetraoxaporphyrin(6.0.6.0)dications 16a and 16b. Quantum mechanical calculations (AMI) are presented. Copyright (C) 1996 Elsevier Science Ltd

Item Type: Article
Uncontrolled Keywords: DICATION; TITANIUM
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Depositing User: Dr. Gernot Deinzer
Date Deposited: 22 Jun 2023 10:55
Last Modified: 22 Jun 2023 10:55
URI: https://pred.uni-regensburg.de/id/eprint/51482

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