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Radical Cations and Radical Anions of Three Bridgehead Azopolycycloalkanes: A fluid-solution ESR study

✍ Scribed by Georg Gescheidt; Axel Lamprecht; Christoph Rüchardt; Michael Schmittel


Publisher
John Wiley and Sons
Year
1992
Tongue
German
Weight
285 KB
Volume
75
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

The radical mono‐ions of three azoalkanes in which the azo group is connected to the polycyclic alkane moieties at the bridgehead C‐atoms, i.e. 1,1′‐azonorbornane (1), 1,1′‐azotwistane (2), and 1,1′‐azobicyclo[3.2.1]octane (3), were studied in fluid solution by ESR spectroscopy. According to the ESR parameters and MO models, the radical cations of 1–3 should be considered as σ radicals, whereas the corresponding radical anions are π radicals. INDO calculations point to a a remarkable dependence of the ^14^N‐coupling constants on the geometry at the N‐atoms in the radical cations of aliphatic azo compounds.


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