The 1 H and 13 C NMR spectra of a set of structurally related tricyclic quinones consisting of 4,4-dimethylanthracene-1,9,10(4H)-trione (1), 4,4,6,7-tetramethylanthracene-1,9,10(4H)-trione (2) and the regioisomers 4,4,5-(3), 4,4,6-(4), 4,4,7-(5) and 4,4,8trimethylanthracene-1,9,10(4H)-trione (6) wer
Complete assignment of the 13C NMR spectra of a series of 5,8-disubstituted 4,4-dimethylanthracene-1,9,10(4H)-triones
✍ Scribed by Ramiro Araya-Maturana; Bruce K. Cassels; Tomás Delgado-Castro; Claudio Hurtado-Guzmán; Carolina Jullian
- Publisher
- John Wiley and Sons
- Year
- 1999
- Tongue
- English
- Weight
- 83 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
The regiosomeric quinones 5-acetyloxymethyl-4,4,8-trimethyl-( ) and 8-acetyloxymethyl-4,4,5trimethylanthracene-1,9,10(4H)-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(4H)-one (2), the precursor of 5. The 1H and 13C 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(4H)-triones (7 and 8, respectively).
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