Kinetically controlled protonation of piperidines has been developed into a reliable method for studying conformational equilibria in piperidine and its alkyl derivatives; in N-methylpiperidine (1) the equatorial coniormer 1E is more stable than the axial 1A by 11.3 ± 0.8 kJ mol–1 in cyclohexane and by <12·5 kJ mol–1 in the gas phase, at 288 K.
P. J. Crowley, M. J. T. Robinson and M. G. Ward, J. Chem. Soc., Chem. Commun., 1974, 825 DOI: 10.1039/C39740000825
To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.
If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.
If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.
Read more about how to correctly acknowledge RSC content.
Please wait while we load your content...