Premium
Rotational isomerism in 3‐mono‐oxygenated and 3,7‐di‐oxygenated derivatives of N ‐acetyl‐17‐aza‐ D ‐homoandrost‐5‐ene
Author(s) -
Dawson Philip J.,
Crabb Trevor A.,
Williams Roger O.
Publication year - 1977
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.1270100148
Subject(s) - chemistry , substituent , amide , chloroform , pyridine , medicinal chemistry , ene reaction , stereochemistry , oxygen , spectral line , organic chemistry , physics , astronomy
Abstract The 1 H n.m.r. spectra of 3‐mono‐oxygenated and 3,7‐dioxygenated N ‐acetyl‐17‐aza‐ D ‐homoandrost‐5‐enes show unequal populations of the amide rotational isomers in chloroform‐ d 1 solution. The populations are dependent upon the orientation of the C‐7 oxygen substituent but are independent of concentration. In pyridine‐ d 5 solution the two rotameric states for each compound are almost equally populated.