Chemistry in Water - Part VI. Catalytic Isomerization and Stereochemistry of Reduction of Acetylenics Mediated by Water-Soluble Phosphines
Reaction of water-soluble phosphines with disubstituted electrodeficient alkynes in H2O (D2O) gives rise either to mixtures of cis and trans (dideuterated) olefins or specifically to trans (dideuterated) olefins, by simple control of the phosphine amount.A cis-trans olefin isomerization catalyzed by sulfonated phosphines occurs in water and allows the obtention of specifically trans disubstituted alkenes from the corresponding cis isomers.