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Influence of methyl substituents on the chemical shift of the ring protons in mono‐, di‐ and trimethylcyclohexanes a 300 MHz study of the 1 H NMR spectrum of cis ‐1,3‐dimethylcyclohexane
Author(s) -
Danneels Dirk,
Anteunis M.
Publication year - 1974
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.1270061202
Subject(s) - cyclohexanes , ring (chemistry) , chemical shift , chemistry , spectrum (functional analysis) , spectral line , additive function , computational chemistry , nuclear magnetic resonance , stereochemistry , physics , mathematics , organic chemistry , quantum mechanics , mathematical analysis
From a 300 MHz spectral study of mono‐to trisubstituted cyclohexanes, allowing a re‐examination of some of their 1 H NMR spectral parameters, it is shown that it is possible to predict with reasonable accuracy the shifts (in CCl 4 ) of the ring protons. A substantial feature in this is the validity of the (questioned) additivity of multiple effects. It is also shown that with respect to shift alterations, equatorial ring protons behave anomalously, which cannot be explained by any existing theoretical model.