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13 C NMR discrimination of regioisomeric bispyrroloquinone/bispyrroloiminoquinone ring systems
Author(s) -
Chassaing Stefan,
Delfourne Evelyne
Publication year - 2010
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/mrc.2529
Subject(s) - structural isomer , chemistry , nitrogen atom , stereochemistry , ring (chemistry) , group (periodic table) , carbonyl group , organic chemistry
The structural assignment of bispyrroloquinone and bispyrroloiminoquinone regioisomers was achieved using 13 C NMR spectral data. In the case of bispyrroloiminoquinones, the carbonyl group in the regioisomer possessing a nitrogen atom in both α‐positions was systematically less deshielded than the carbonyl group in the other regioisomer. In the case of bispyrroloquinones, the most deshielded carbonyl group in the regioisomer with a nitrogen atom in both α‐positions was more deshielded than the same carbonyl group in the other regioisomer. Copyright © 2009 John Wiley & Sons, Ltd.