99838-33-2Relevant academic research and scientific papers
High π-route reactivity in the tropene system. Absence of a nitrogen acceleration effect
Murr, Brown L.,Parkhill, Billy J.,Nickon, Alex
, p. 4845 - 4862 (2007/10/02)
Solvolyses of a suitably constructed tropene tosylate and its unsaturated carbocyclic analog show that the amino function, despite its suitable spatial location, does not enhance the π-route assistance but reduces it slightly.
Transannular Interactions in Difunctional Medium Rings. 1. n/? Interactions in Cyclic Amino Ketones and Aminoalkenes Studied by Photoelectron Spectroscopy
Spanka, Gerhard,Rademacher, Paul
, p. 592 - 596 (2007/10/02)
The He I photoelectron spectra of the cyclic and bicyclic amino ketones 1-4 and aminoalkenes 5-8 have been recorded and interpreted with respect to transannular interactions of the functional groups.The interactions have been determined by comparing the spectra of 1-8 with those of the monofunctional compounds 9-20.For 1-4 the nO ionization can be considered as an indicator of transannular interaction.For 5-8 the amount of interaction is measured by the shifts of the nN and the ?CC orbitals.The results indicate considerable n/? interactions in the eight-membered rings of 2 and 6.Of the compounds with a ten-membered ring, there is only interaction in amino ketone 3, while it is virtually absent in aminoalkene 7.Conformations are proposed to account for these findings.
