4819-75-4Relevant articles and documents
17O, 13C and 1H NMR spectra of 1,2-dialkoxyethenes
Taskinen, Esko
, p. 573 - 578 (2007/10/03)
The 17O, 13C and 1H NMR spectra of a number of 1,2-dialkoxyethenes R1OCH=CHOR2 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 ROCH=CH2. Moreover, in compounds of the type ROCH=CHOMe, the difference δ(17O)Z - δ(17O)E of the MeO group decreases and that of the RO group increases with increasing bulkiness 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 O - C(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.