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Halogenated epoxides 8 — 13 C NMR data of ring halogenated oxiranes
Author(s) -
Spraul M.,
Keul H.,
Pfeffer B.,
Hähnle J.,
Griesbaum K.
Publication year - 1985
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.1260230708
Subject(s) - chemistry , halogen , ring (chemistry) , chemical shift , bromine , chlorine , carbon 13 nmr , carbon fibers , halogenation , fluorine , iodine , medicinal chemistry , stereochemistry , organic chemistry , alkyl , materials science , composite number , composite material
The 13 C NMR data of 42 ring‐halogenated oxiranes containing fluorine, chlorine, bromine and, in one case, iodine as substituents are reported and discussed with respect to the influence of the halogen and of other substituents on the chemical shifts of the ring carbon atoms. For monocyclic mono‐ and dichlorooxiranes increments have been determined which allow the calculation of the chemical shifts of the ring carbon atoms. Comparison of the 13 C NMR data of substituted 1,2‐dihaloethylenes with those of the corresponding epoxides showed that the signals of the ring carbon atoms of the halogenated oxiranes always appeared at considerably higher field than those of the sp 2 hybridized vinylic carbons in the respective precursors.