1-Azabicyclo[4.4.4]tetradec-5-ene, synhesized by a ring cleavage route, shows evodence of transannular alkene–amine interaction in its photoelectron spectrum and in its rapid reaction with acids to form the 1-azoniatricyclo[4.4.4.0]tetradecane ion.
R. W. Alder, R. J. Arrowsmith, C. St. J. Boothby, E. Heilbronner and Y. Zhong-zhi, J. Chem. Soc., Chem. Commun., 1982, 940 DOI: 10.1039/C39820000940
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