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Structural determinations of some chloroazepine‐2,5‐diones using a lanthanide shift reagent
Author(s) -
Wilbur D. Scott
Publication year - 1984
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.5570210333
Subject(s) - chemistry , lanthanide , reagent , azepine , ring (chemistry) , computational chemistry , stereochemistry , organic chemistry , ion
The use of a lanthanide shift reagent, Eu(fod) 3 , to aid in the structural assignments of some chloroazepine‐2,5‐diones is described. The chloroazepine‐2,5‐diones, synthesized via the Schmidt reactions of chloro‐1,4‐benzoquinones, could not readily have their structures assigned by other spectroscopic methods. Correlations of plotted lanthanide induced shifts in pmr studies demonstrated that there was a large positional dependence on the magnitude of induced shifts. The large difference in the magnitude of induced shifts made it possible to assign protons and methyl substituents to specific positions on the azepine ring, thus assigning the structure of the compound.