Strategy of regulating the electrophilic/nucleophilic ability by ionic ratio in poly(ionic liquid)s to control the coupling reaction of epoxide

Abstract

Although poly(ionic liquid)s (PILs) have received extensive attention and research, the strategy for designing efficient PIL catalysts remains a challenge. This work reports a series of efficient poly(ionic liquid)s (PILs)...

Synthesis of nucleoside-substituted carbonate and diol derivatives through the carbon dioxide reaction using polyionic liquid catalysts

“…When the amount of P1 was 2 mol% of ethylene oxide, the yield reached 91% at 60 °C/2 MPa. Although there was still a certain gap as compared with some reported porous heterogeneous catalysts that can achieve low temperature and low pressure, 23–25 P1 showed good catalytic performance as compared with the previously reported ionic liquids and polyionic liquids, as shown in Table S2 † 16,26–34 . Different from liquid ethylene oxide, the nucleoside substrate is solid, and the polyionic liquid does not dissolve the substrate and cannot be used as a solvent.…”

“…Although there was still a certain gap as compared with some reported porous heterogeneous catalysts that can achieve low temperature and low pressure, [23][24][25] P1 showed good catalytic performance as compared with the previously reported ionic liquids and polyionic liquids, as shown in Table S2. † 16,[26][27][28][29][30][31][32][33][34] Different from liquid ethylene oxide, the nucleoside substrate is solid, and the polyionic liquid does not dissolve the substrate and cannot be used as a solvent. However, polyionic liquid can effectively synthesize nucleoside cyclic carbonate without adding any solvent and cocatalyst.…”

“…In addition, the reaction between CO 2 and epoxide catalyzed by ionic liquid is generally limited in a liquid-liquid phase state. [26][27][28][29][30][31][32][33][34][35] In the important cyclic esterification reaction involving CO 2 and solid epoxide, the reaction at the solid-liquid interface has rarely been studied. However, this work has important research value in drug synthesis.…”

Cu(ii) coordinated N-bearing heteropolyacid-based poly(ionic liquid)s for allylic oxidation of cyclohexene to 2-cyclohexene-1-one with O2under mild conditions

“…The 3% Cu-PDVD-PW had a slight mass loss of 4.4% before 400 °C, which was mainly attributed to the adsorbed water as well as a small amount of functional groups in the side chains of the PDVD moiety. 33,34 The decomposition temperature of the 3% Cu-PDVD-PW was observed above 400 °C and the significant mass loss was approximately 23.0% from 400 to 500 °C, suggesting that the structure stability of the 3% Cu-PDVD-PW completely meets the requirements of cyclohexene oxidation reaction.…”

“…31 The strong absorption peaks at 3051 and 2980 cm −1 were assigned to asymmetric/symmetric stretching vibrations of alkene C–H bonds in the vinylimidazole group of the DVIM. 32 Moreover, the characteristic absorption peaks at 2930 and 2855 cm −1 belonged to asymmetric/symmetric stretching vibrations of alkane C–H bonds, 33 indicating that the butyl group was bonded to the vinylimidazole ring of the DVIM. For the VAIM, two new absorption bands at 3478 and 3413 cm −1 corresponded to stretching vibration of primary amine N–H bonds, 34 demonstrating that an ethylamino group was attached to the vinylimidazole ring.…”