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17O, 13C and 1H NMR spectra of 1,2-dialkoxyethenes

✍ Scribed by Esko Taskinen

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
219 KB
Volume
36
Category
Article
ISSN
0749-1581

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✦ Synopsis

The 17O, 13C and 1H NMR spectra of a number of 1,2-dialkoxyethenes R1OCHxCHOR2 were recorded. The O atoms, in particular those of the E forms, are strongly shielded relative to the 17O nuclei of the corresponding alkyl vinyl ethers Moreover, in compounds of the type ROCHxCHOMe, the di †er-ROCHxCH 2 . ence of the MeO group decreases and that of the RO group increases with increasing bulkiness d(17O) Z

[ d(17O) E of R. These trends probably arise from changes, with the size of the alkyl group R, in the stereochemistry of the RO group of the E-isomer about the OÈC(sp2) bond, whereas the stereochemistry of the Z-form seems to be independent of the size of R. Additional information on the stereochemistry of the title compounds is provided by their 13C and 1H NMR spectra.

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