Abstract
Steric downfield shifts due to a δ-CH moiety and a δ-nitrogen lone pair are similar in methylated diazaphenanthrenes. Most probably steric distortions are responsible for the δ-effects observed, and this might be quoted as a further evidence for a nearly equal steric requirement of a hydrogen atom and a nitrogen lone pair.
Zusammenfassung
Sterisch bedingte Tieffeldverschiebungen infolge von δ-CH-Molekülteilen und δ-lone pairs von Stickstoffatomen sind in methylierten Diazaphenanthrenen ähnlich. Die gemessenen δ-Effekte dürften auf sterische Deformationen zurückzuführen sein, was als weiteres Indiz für den nahezu gleichgroßen Raumbedarf eines Wasserstoffatoms und eines freien Elektronenpaars am Stickstoff gewertet werden kann.
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Könnecke, A., Skarzewski, J. & Młochowski, J. Carbon-13NMR spectra of isomeric diazaphenanthrenes, II δ-Effects in sterically crowded methyl derivatives. Monatsh Chem 113, 761–765 (1982). https://doi.org/10.1007/BF00809017
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DOI: https://doi.org/10.1007/BF00809017