Thermally and in nonprotic media N,N-dimethyl-2-propyn-1-amine N-oxide undergoes two consecutive sigmatropic rearrangements affording propenal. Two molecular containers capable of the quantitative inclusion/encapsulation of the N-oxide are described. The N-oxide becomes kinetically stabilized when included in the containers. The relationship between the observed kinetic stabilization of the N-oxide and the thermodynamic and kinetic stability of its inclusion complexes is explained and modeled.
![Kinetic Stabilization of N,?N-?Dimethyl-?2-?propyn-?1-?amine N-?Oxide by Encapsulation](https://www.iciq.org/wp-content/uploads/2014/03/Kinetic-Stabilization-of_ol-2013-02236z_0006.gif)