ISSN:
1573-9171
Keywords:
ketenimine geometry
;
nitrogen atom inversion
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract MNDO calculations were carried out of the ground and transitional states of the planar inversion of the N atom for ketenimines containing σ (Me, NH2, OH, OMe, and F) and π (CH = O) acceptor N substituents as well as for C-amino- and C-formylketenimines. Configurationally stable N-amino-, N-alkoxy-, and N-fluoroketenimines (inversion barriers ∼27–45 kcal/mole) are of interest for further experimental stereochemical studies. The geometry of the ketenimine fragment is determined in general byn N-πCC* conjugation. Other orbital and Coulombic interactions affect C- and N-substituent orientation relative to this fragment.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00863368
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