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Additive NMR shielding parameters for some substituted cyclohexanols
Author(s) -
Ceccarelli G.,
Macchia B.,
Macchia F.,
Monti L.
Publication year - 1975
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.1270071106
Subject(s) - cyclohexanol , electromagnetic shielding , proton , substituent , additive function , chemistry , chemical shift , shielding effect , proton nmr , computational chemistry , physics , organic chemistry , nuclear physics , quantum mechanics , mathematics , mathematical analysis , catalysis
The shielding effects of some substituents on the chemical shifts of the methine proton of axial and equatorial cyclohexanols have been calculated and rationalised. The remarkable downfield shift observed for the phenyl substituent has been discussed on the basis of Johnson‐Bovey and Haigh‐Mallion theories. The chemical shift of methine protons of some cyclohexanols have been calculated using additive shielding increments. Agreement between calculated and experimental values substantiates the use of the additivity principle in cyclohexyl systems and justifies the origin of certain marked inversions of the accepted rule that the axial protons resonate at lower fields than the corresponding equatorial ones.