[(C18H37)2(CH3)2N]7[PW11O39]: a temperature-controlled phase transfer catalyst for olefin epoxidation

Abstract

A novel temperature-controlled phase transfer catalytic system based on [(C 18 H 37 ) 2 (CH 3 ) 2 N] 7 [PW 11 O 39 ] for olefin epoxidation was demonstrated. The reaction was conducted in a non-chlorinated solvent of ethyl acetate with hydrogen peroxide. The catalyst was easily recovered and reused even ten cycles without loss in activity and selectivity.

Epoxidation of Butadiene with Hydrogen Peroxide Catalyzed by the Salts of Phosphotungstate Anions: Relation Between Catalytic Activity and Composition of Intermediate Peroxo Complexes

“…Gas-phase epoxidation of BD has been realized on silver catalysts [5,6]. At the same time, it is reasonable to consider a liquid-phase oxidation of BD to EpB because of a newly developed low-cost manufacturing of H 2 O 2 from O 2 and H 2 gases and the appropriate interest to studies of epoxidation of terminal and cyclic olefins [6][7][8][9][10][11][12][13][14][15][16]. Specific problem of BD is its strong reactivity with respect to side transformations.…”

Kinetic Studies and Reaction Network in the Epoxidation of Styrene Catalyzed by the Temperature-Controlled Phase-Transfer Catalyst [(C18H37)2(CH3)2N]7[PW11O39]

“…Hua et al studied a reusable phosphotungstate catalyst composed of cetyltrimethylammonium cations and [PW 11 O 39 ] 7– ; 51.8% H 2 O 2 conversion and 73% product selectivity could be achieved, and they found that benzaldehyde was the main byproduct. Similarly, Zhao et al developed a phase-transfer catalyst for the epoxidation of olefins. High styrene conversion and product selectivity were achieved when catalyzed by [(C 18 H 37 ) 2 (CH 3 ) 2 N] 7 [PW 11 O 39 ], composed of the bulky organic cation and keggin-type lacunary [PW 11 O 39 ] 7– , and the catalyst could be recycled easily after the temperature dropped due to its temperature-dependent solubility.…”

Immobilization of heteropolytungstate on functionalized KIT-1 mesoporous silica: catalyst for alkene epoxidation

“…Among reported alkene epoxidations catalyzed by polyoxometalates, tungsten-based polyoxometalate catalytic systems showed high activity and selectivity. Many groups [4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20] have been involved in this topic in the world. However, most of these transformations catalyzed by polyoxometalates were homogeneous reactions, which suffered the difficulty of separation and reuse of the catalysts.…”