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Carbon‐13 NMR studies. 96 —carbon‐13 spectra of several polyhydroxylated 9,10‐dihydrophenanthrene and phenanthrene derivatives
Author(s) -
Stoessl Albert,
Stothers J. B.
Publication year - 1982
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.1270200311
Subject(s) - phenanthrene , chemistry , carbon fibers , aryl , deuterium , spectral line , hydrogen , organic chemistry , nmr spectra database , carbon 13 nmr , stereochemistry , medicinal chemistry , materials science , alkyl , physics , quantum mechanics , astronomy , composite number , composite material
Abstract The 13 C spectra of eleven 9,10‐dihydrophenanthrene and twelve phenanthrene derivatives were recorded in order to examine the effects of hydroxy and methoxy substitution on the skeletal carbon shieldings. For each series, the parent compounds were the 2,4‐disubstituted derivatives with the others bearing 5‐, 6‐ and/or 7‐substituents, including the naturally occurring orchinol and loroglossol. The data should be helpful for examinations of related compounds. Some examples of particularly facile hydrogen‐deuterium exchange at aryl positions were encountered. Since these occur under apparently neutral conditions, suitable caution may be required in examinations of related compounds.