Kinetic stabilization of N,N-dimethyl-2-propyn-1-amine N-oxide by encapsulation

Galán, Albano and Gil-Ramírez, Guzmán and Ballester, Pablo (2013) Kinetic stabilization of N,N-dimethyl-2-propyn-1-amine N-oxide by encapsulation. Organic Letters, 15 (19). pp. 4976-4979. ISSN 1523-7060

Full content URL: http://dx.doi.org/10.1021/ol402236z

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Item Type:Article
Item Status:Live Archive

Abstract

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.

Keywords:Chemistry
Subjects:F Physical Sciences > F100 Chemistry
Divisions:College of Science > School of Chemistry
ID Code:22715
Deposited On:18 Mar 2016 19:50

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