Syntheses and Properties of Fluorous Quaternary Phosphonium Salts that Bear Four Ponytails; New Candidates for Phase Transfer Catalysts and Ionic Liquids

Abstract

Abstract:The fluorous tertiary phosphine [R f6 -

Synthesis, Immobilization, MAS and HR‐MAS NMR of a New Chelate Phosphine Linker System, and Catalysis by Rhodium Adducts Thereof

“…[5] In the course of these studies we found that phosphonium salts are also bound strongly via electrostatic interactions to the oxide support, [5,25] and that preformed phosphonium salts can be immobilized directly on oxide supports, without addition of alkoxysilanes. [25] Therefore, besides their applications as flame retardants and polymerization starters, their interesting NMR characteristics, [5,25,26] and previous applications for ionic liquids [27] and liquid-liquid biphase catalysis, [28] as fluoride ion sensors [29a] and chelators, [29b] and as dihydrogen cleavage reagents, [30] we can use phosphonium salts also as linkers now, which tether a catalyst to an oxide support.…”

Fluorous phase transfer catalysts: From onium salts to crown ethers

“…The potential of fluorous phosphonium salts for PTC was first demonstrated by Stuart and co-workers, who synthesized a series of symmetrically and unsymmetrically substituted phosphonium salts (19)(20)(21)(22)(23)(24)(25)(26)(27), by quaternarization of tertiary fluorous phosphines with primary fluorous and non-fluorous alkylating agents (Scheme 9) [36].…”

Electrophilic polyfluoroalkylating agents based on sulfonate esters

“…Reaction was carried out in dichloromethane [62] (Scheme 21). It was used in the reaction as P-alkylating agent with tris(polyfluoroalkyl) phosphine 63 providing the corresponding phosphonium salt 64 in 83% yield [91] (Scheme 21).…”