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Complete assignment of the 13 C NMR spectra of a series of 5,8‐disubstituted 4,4‐dimethylanthracene‐1,9,10(4 H )‐triones
Author(s) -
ArayaMaturana Ramiro,
Cassels Bruce K.,
DelgadoCastro Tomás,
HurtadoGuzmán Claudio,
Jullian Carolina
Publication year - 1999
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/(sici)1097-458x(199904)37:4<312::aid-mrc443>3.0.co;2-p
Subject(s) - chemistry , hydroxymethyl , carbon 13 nmr , regioselectivity , nmr spectra database , spectral line , proton nmr , stereochemistry , nuclear magnetic resonance spectroscopy , organic chemistry , catalysis , physics , astronomy
The regiosomeric quinones5‐acetyloxymethyl‐4,4,8‐trimethyl‐( 5 ) and8‐acetyloxymethyl‐4,4,5‐trimethylanthracene‐1,9,10(4 H )‐trione ( 6 ) were synthesized and their regiochemistry was assigned on the basis of the unambiguous structure elucidation of 9,10‐dihydroxy‐5‐acetyloxymethyl‐4,4,8‐trimethyl‐5,8‐dihydroanthracen‐1(4 H )‐one ( 2 ), the precursor of 5 . The 1 H and 13 C NMR spectra of these compounds were assigned completely using two‐dimensional techniques. These interpretations were used for the total assignment of the NMR spectra of the closely related 5‐hydroxymethyl‐ and 5‐formyl‐4,4,8‐trimethylanthracene‐1,9,10(4 H )‐triones ( 7 and 8 , respectively). Copyright © 1999 John Wiley & Sons, Ltd.