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Carbon‐13 nuclear magnetic resonance studies of anthraquinones Part II —hydroxymethoxyanthraquinones, acetoxymethoxyanthraquinones and naturally occuring anthraquinone analogues
Author(s) -
Berger Y.,
Castonguay A.,
Brassard P.
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.1270140206
Subject(s) - anthraquinones , anthraquinone , chemistry , steric effects , chemical shift , carbon fibers , stereochemistry , organic chemistry , medicinal chemistry , materials science , botany , composite number , composite material , biology
The 13 C NMR spectra of hydroxymethoxyanthraquinones, acetoxymethoxyanthraquinones and naturally occuring anthraquinone derivatives are reported and all chemical shifts assigned. Hydroxy, methoxy and acetoxy substitution parameters are additive except in the case of 1,2‐disubstitution and for 1‐hydroxyanthraquinones substituted on C‐3 or on C‐4 by an hydroxy or a methoxy group. In anthraquinones substituted on C‐2, carbon shieldings are found to be sensitive to steric interference and to conjugative electron release by the 1‐OCH 3 .