13C and15N NMR studies of 1,2‐benzisoxazole 2‐oxides, 1,2‐benzisoxazoles and 2‐hydroxyaryl ketoximes
作者:
Petros G. Tsoungas,
Bruce F. De Costa,
期刊:
Magnetic Resonance in Chemistry
(WILEY Available online 1988)
卷期:
Volume 26,
issue 1
页码: 8-13
ISSN:0749-1581
年代: 1988
DOI:10.1002/mrc.1260260104
出版商: John Wiley&Sons, Ltd.
关键词: 13C NMR;15N NMR;1,2‐Benzisoxazole 2‐oxides;1,2‐Benzisoxazoles;2‐Hydroxyaryl ketoximes
数据来源: WILEY
摘要:
Abstract13C and15N chemical shift assignments of a number of 1,2‐benzisoxazole 2‐oxides and their deoxygenated analogues are reported and discussed. Similarly, assignments for some of the precursors to theN‐oxides,o‐hydroxyaryl ketoximes, are reported. In theN‐oxides the “push‐pull” effect of the NO dipole is largely localized on the isoxazole unit. A large (ca39 ppm) upfield shift of the C‐3 resonance is caused by the exocyclic oxygen whereas C‐7a and, to a lesser extent, C‐6 are the most heavily deshielded nuclei. The substituents do not have a significant effect on the C‐3 resonance, whereas their effect on the carbocyclic carbons is more pronounced, the most markedly affected being the C‐4 and C‐6 nuclei.N‐Oxidation of 1,2‐benzisoxazole causes a large (50.5
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