The 17O spectra of 58 α,β-unsaturated (vinyl) ethers were recorded in CDCl3 solution.The dependence of the chemical shift on the number and position of alkyl substituents in the vinyl moiety and on the nature and bulkiness of the alkoxy group was explored.The oxygen chemical shifts proved to be sufficiently sensitive to structural factors to make 17O NMR spectroscopy a useful tool in the investigation of the electronic and spatial syructures of vinyl ethers. - Keywords: NMR 17O NMR Vinyl ethers
Nucleophilic addition to acetylenes in superbasic catalytic systems: XIII. Fluoride cesium containing systems, efficient catalysts for alkanols vinylation
New catalytic systems CsF-MOH (M = Li, Na) were developed for the synthesis of alkyl vinyl ethers comparable in efficiency to cesium alcoholates. The addition of primary and secondary alcohols to acetylene occurs in the presence of these systems at the atmospheric (DMSO, 100°C) or at enhanced (without solvent, 135-140°C) acetylene pressure and affords alkyl vinyl ethers in up to 93% yield. 2005 Pleiades Publishing, Inc.