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Intermolecular and intramolecular hydrogen bonding in 5‐pyridylmethylenehydantoins: IR and NMR study
Author(s) -
Tan SauFun,
Ang KokPeng,
How GeeFung
Publication year - 1991
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610040308
Subject(s) - chemistry , intramolecular force , intermolecular force , hydrogen bond , crystallography , proton nmr , infrared spectroscopy , nmr spectra database , stereochemistry , solid state , spectral line , computational chemistry , molecule , organic chemistry , physics , astronomy
The patterns of the NH stretching vibrations in the solid‐state IR spectra of a series of 5‐pyridylmethylenehydantoins revealed the presence of various modes of hydrogen bonding: intermolecular NH&4nldr; &4nldr;OC and intermolecular or intramolecular NH&4nldr; ‥‥N(py). These variations are related to the orientation of the pyridyl nitrogen and to stereochemistry. A distinction between intramolecularly and intermolecularly hydrogen‐bonded compounds was also provided by comparison of the 1 H NMR spectra in (CD 3 ) 2 SO and in CDCl 3 .