Ab initio quantum chemical computations of substituent effects on triaziridine strain energy and heat of formation.
A computational investigation is carried out on the parent triaziridine and as a function of N-substituents. Assessment of heat of formation, ring strain energy, barriers to inversion of nitrogen, and NMR criteria leads to understanding of issues related to vicinal lone pair repulsion and aromatic stabilization. Results lead to the proposal of a potentially flat structure with a pi aromatic-like triaziridine system, N(3)(BH(2))(3).
Peverati
Roberto
R
Organic Chemistry Institute, University of Zurich, 190 Winterthurerstrasse, Zurich, CH-8057, Switzerland.
Siegel
Jay S
JS
Baldridge
Kim K
KK