NMR SPECTRA OF CYCLIC NITRONES. 7. THE INFLUENCE OF SUBSTITUENTS AND A HYDROGEN BOND ON <sup>14</sup>N AND <sup>17</sup>O CHEMICAL SHIFTS IN DERIVATIVES OF 3-IMIDOAZOLINE 3-OXIDE

Authors

  • И. А. Григорьев N. I. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090
  • М. А. Войнов N. I. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090
  • М. А. Федотов G. K. Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090

DOI:

https://doi.org/10.1007/8187

Keywords:

3-imidazoline 3-oxide, nitrones, 14N and 17O NMR spectroscopy

Abstract

Derivatives of 3-imidazoline 3-oxide have been studied by 14N and 17O NMR methods. Regularities of the influence of substituents and of a hydrogen bond on chemical shifts have been made apparent. The range of changes of the chemical shifts of the nitrogen and oxygen nuclei of the nitrone group has been determined. Both in the  17O and in the  14N NMR spectra the signals of  the amino derivatives are the highest field signals for the nitrone group, and the  lowest  field signals are the signals of the cyano derivatives in the series of derivatives investigated. Depending on the substituent (from amino to cyano group) the  17O chemical shifts varied over a range ~155 ppm, but the interval of change of  the 14N chemical shifts for the same substituents was ~110 ppm.

How to Cite
Grigor'ev, I. A.; Voinov, M. A.; Fedotov, M. A.  Chem. Heterocycl. Compd. 2005, 41, 1134. [Khim. Geterotsikl. Soedin. 2005, 1336.]

For this article in the English edition, see DOI 10.1007/s10593-005-0292-3


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Published

2023-10-20

Issue

No. 9 (2005)

Section

Original Papers