Anomalous OH and +NH stretching frequencies in some diastereoisomeric 1,2-diaryl-4-dimethylamino-3-methylbutan-2-ol hydrochlorides
- 1 January 1966
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 1160-1162
- https://doi.org/10.1039/j29660001160
Abstract
The OH and +NH absorption bands of certain (±)-α-1,2-diaryl-4-dimethylamino-3-methylbutan-2-ol hydrochlorides (as Nujol mulls) occur at lower and higher frequencies, respectively, than those of corresponding β-diastereiosomers. These differences are interpreted in terms of an intermolecular interaction between OH and +NH groups in the α-isomers. Anomalous OH and +NH bands are not observed in hydrochlorides of α-1,2-diphenylbutanols with bulky substituents in the ortho position of the 1-phenyl group or ortho and para positions of the 2-phenyl group, and in butanols lacking a 3-methyl group.Keywords
This publication has 0 references indexed in Scilit: