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Nitrenium Ion Analogues of Nonclassical Carbocations: Cyclopropylnitrenium, Allylnitrenium, and Azetidenium Ions and Mechanisms for Their Interconversion
journal contribution
posted on 2015-02-06, 00:00 authored by Daniel E. FalveyCyclopropylnitrenium 3S, allylnitreium 6S, and azetidenium (i.e.,
the nitrogen analogue of cyclobutylcarbenium)
ions were examined using density functional theory and a complete
basis set method. Similarly to the carbon analogues, the singlet states
of these species have several local minima with nonclassical bonding.
Structures characterized include 3S, an N analogue of
the bisected cyclopropylcarbinyl cation, 11S, an N analogue
of the bicyclobutonium ion, and 6S, an unsymmetric 2-azidinylcarbinyl
cation.