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‘Lone pair’ Electronic Structure, Conformation and Oxidation Behaviour of Diaziridines

✍ Scribed by Edwin Haselbach; Albrecht Mannschreck; Werner Seitz


Publisher
John Wiley and Sons
Year
1973
Tongue
German
Weight
427 KB
Volume
56
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

Photoelectron spectroscopic investigations indicate that (i) monocyclic diaziridines prefer a trans‐conformation of the nitrogen‐lone pairs, and (ii) the interaction between these is comparable to that exhibited by open‐chain analogues, i.e. alkyl‐substituted hydrazines. The chemical experience concerning the particular case of NHNH→NN oxidation of diaziridines can therefore not be accounted for by a prevailing unfavorable ‘lone pair’ interaction. Thermochemical as well as entropy arguments may serve as an explanation. A rather unsatisfactory agreement between predictions from various theoretical procedures and experimental results for the ionization potentials of ‘lone pair’ MO electrons is noted.


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