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13 C chemical shifts of phenol derivatives. A correlation with electronic structure
Author(s) -
Ilczyszyn Marek,
Latajka Zdzisław,
Ratajczak Henryk
Publication year - 1980
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.1270130215
Subject(s) - nitro , phenol , chemistry , chemical shift , phenols , dipole , charge density , chloroform , medicinal chemistry , stereochemistry , computational chemistry , organic chemistry , physics , alkyl , quantum mechanics
The 13 C chemical shifts of twenty chloro‐ and nitro‐substituted phenols have been measured in d ‐chloroform. The influence of substituents on the screening at C‐1, on the total charge at this position and on the dipole moments is reported and analysed. The results of this study suggest that variations of the chemical shifts at C‐1 for meta ‐methyl‐, meta ‐chloro‐, meta ‐nitro‐, ortho ‐ and para ‐methyl‐, ortho ‐ and para ‐chlorosubstituents mainly reflect charge density changes. The influence of ortho ‐nitro groups on the screening of C‐1 is more complex.