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13 C NMR studies of isomeric piperidine derivatives with opiate properties and related compounds
Author(s) -
Casy A. F.,
Iorio M. A.,
Podo F.
Publication year - 1981
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270150313
Subject(s) - chemical shift , piperidine , chemistry , ring (chemistry) , lone pair , stereochemistry , nitrogen , nmr spectra database , aryl , spectral line , computational chemistry , medicinal chemistry , organic chemistry , molecule , physics , alkyl , astronomy
The 13 C NMR spectra of a series of methyl substituted 3‐arylpiperidines and 4‐aryl‐4‐piperidinols and related compounds are reported, and chemical shift data analysed in terms of the configuration and conformation of isomeric pairs. Special attention is given to the γ chemical shift parameter of axial methyl, and the effects of a nitrogen lone pair orbital and hydroxyl or acyloxy group on the chemical shifts of ring and methyl carbons.