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Natural-Abundance Oxygen-17 NMR Spectra of Ozonides

✍ Scribed by F. Hock; V. Ball; Y. Dong; S.H. Gutsche; M. Hilss; K. Schlindwein; K. Griesbaum

Publisher
Elsevier Science
Year
1994
Tongue
English
Weight
336 KB
Volume
111
Category
Article
ISSN
1064-1858

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✦ Synopsis

The natural-abundance ({ }^{17} \mathrm{O}) NMR spectra of 35 ozonides have been examined with the following results: Symmetrically tetrasubstituted ozonides and symmetrically disubstituted ozonides give only one signal each for the ether and the peroxide (O) atoms. Unsymmetrically tetrasubstituted ozonides bearing the electronwithdrawing groups (\mathrm{Cl}, \mathrm{CN}), or (\mathrm{CF}_{3}), and also some unsymmetrically disubstituted ozonides, give two signals for the peroxide (\mathrm{O}) atoms. Electron-withdrawing groups and ring stress in bicyclic ozonides cause downfield shifts in the -O-O- signals and even larger ones in the (-\mathrm{O}) - signals. The range in which the signals appeared was (87-172 \mathrm{ppm}) for the ether (O) atoms and 263-336 ppm for the peroxide O atoms. 1994 Academic Press, Inc.

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