Basic Phosphonium Ionic Liquids as Wittig Reagents.

ABSTRACT: The possibility of designing a solvent/reagent for Wittig reactions from basic phosphonium salts is explored theoretically. In the suggested R₄P⁺PhO^- and Ph₃PR⁺PhO^- ionic liquids (ILs), the phenolate anion is prone to remove the α-proton from the alkyl chains, forming a phosphorous ylide. Significant hydrogen bonding between the oxygen atoms of the anions and α-hydrogen atoms of the cations were found by molecular dynamics simulations of these substances; therefore, proton transfer between the two ions is inherently supported by the structure of the liquid as well. The subsequent steps of the Wittig reaction from the phosphorous ylide were also found to be energetically possible. The mesoscopic structure of these materials e

SUBMITTER: Firaha DS 

PROVIDER: S-EPMC6641186 | biostudies-literature | 2017 Jun

REPOSITORIES: biostudies-literature