Kinetic Stabilization of N,N-Dimethyl-2-propyn-1-amine N-Oxide by Encapsulation

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• 作者：Albano Gal谩n ; Guzm谩n Gil-Ram铆rez ; Pablo Ballester
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：October 4, 2013
• 年：2013
• 卷：15
• 期：19
• 页码：4976-4979
• 全文大小：208K
• 年卷期：v.15,no.19(October 4, 2013)
• ISSN：1523-7052

文摘

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.