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Diagnostic OH 1 H‐NMR shift differences in syn and anti ß‐Hydroxy Ethers
Author(s) -
Landmann Bernd,
Hoffmann Reinhard W.
Publication year - 1987
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19871200313
Subject(s) - chemistry , diastereomer , proton , proton nmr , stereochemistry , hydrogen bond , hydrogen , chemical shift , nuclear magnetic resonance spectroscopy , molecule , organic chemistry , physics , quantum mechanics
In a pair of diastereomeric ß‐hydroxy ethers the relative 1 H‐NMR chemical shift of the OH proton is diagnostic for the syn or anti stereostructure. This is probably based on the presence of internally hydrogen‐bonded structures. The rule is therefore restricted to those compounds for which only this type of internal hydrogen bonding is accessible.