The free energy difference between the axial and the equatorial dispositions of the hydroxyl group in N-methyl-4-piperidinol by proton magnetic resonance spectroscopy
✍ Scribed by C.-Y. Chen; R.J.W. Le Fèvre
- Publisher
- Elsevier Science
- Year
- 1965
- Tongue
- French
- Weight
- 232 KB
- Volume
- 6
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The free energy difference (-AC') between the equatorial and the axial conformers of cyclohexanol has been studied, during the last decade or so, by various physical methods ('l).
However, corresponding attention has not been given to those six-membered, saturated rings which contain hetero-atoms. In view of the similarities between a cyclohexane and a piperidine ring, and the importance of conformational studies of 4-piperid-in01 rings to natural product chemistry, it seems that an investigation into the free energy difference between the axial and the equatorial dispositions of the hydroxyl group on a 4-piperldinol ring should be in order. We have therefore examined the proton magnetic resonance spectra of N-methyl-b piperidinol (2) as a solute in vairious media.
Unlike cyclohexanol, where the qproton gives rise to a