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17 O NMR studies of electronic and steric interactions of substituted quinoxaline‐2(1 H ),3(4 H )‐diones
Author(s) -
Gerothanassis Ioannis P.,
Varvounis George
Publication year - 1996
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570330320
Subject(s) - chemistry , steric effects , quinoxaline , electronic effect , substituent , carbon 13 nmr , chemical shift , computational chemistry , ring (chemistry) , stereochemistry , organic chemistry
17 O nmr studies, at natural abundance, of substituted quinoxaline‐2(1 H ),3(4 H )‐diones demonstrate that the 17 O chemical shift data can provide new insights into steric and electronic interactions due to long range substituent effects on the aromatic ring. The role of considerable “keto” character and torsion angle deformation of the diamide group in solution is emphasized.