The conformational analysis of saturated heterocycles. Part XXII. Conformation of piperidine: evidence and conclusions from dipole moment studies
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 127-131
- https://doi.org/10.1039/j29700000127
Abstract
Electric dipole moments of suitably substituted piperidines indicate that the N-hydrogen atom prefers the equatorial position. A survey of the available evidence indicates that a value of ΔG°= 0·4 ± 0·2 kcal./mole favouring NH-equatorial for piperidine in the gas phase and non-interacting solvents is in agreement with all known facts. Reasons for the NH-equatorial preference are discussed.Keywords
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