Liquid carbon dioxide as an effective solvent for immobilized Candida antarctica lipase B catalyzed transesterification

Modulating Biocatalytic Activity toward Sterically Bulky Substrates in CO2-Expanded Biobased Liquids by Tuning the Physicochemical Properties

“…Lipases have been reported to generally afford higher activity in more hydrophobic solvents (solvents with higher log P) 16 compared to other conventional solvents for (trans)esterification. 21,29,41,42 It should be noticed that addition of CO 2 to a hydrophilic solvent such as MeOH can increase the nonpolarity and hydrophobicity of this solvent. 29 However, herein, since all conversions in hexane (log P = 3) and biobased solvents (with different log P values, Supplementary Table S1) were low (<4%), the hydrophobicity (log P) alone cannot explain the high reaction conversions obtained in CO 2 -expanded liquids.…”

β‐Ketoesters: An Overview and It's Applications via Transesterification

“…Hai Nam Hoang and Tomoko Matsuda carried out the transesterification of various alcohols using immobilized Candida antarctica lipase B (Novozym 435) as catalyst as shown in Scheme 26 was found to be effectively enhanced rate of transesterification using a liquid CO 2 as a medium when it was compared with that commonly used organic solvents. [56] Scheme 20. Synthesis of the boronic acid via monophasic transesterificaion.…”

“…Iron(III) dimer complex, [31] Modified Vilsmeier-Haack reagents TCCA/DMF, TCTA/DMF (SOCl 2 /DMF, POCl 3 /DMF), [32] FeÀ Mn cyanide, [33] Stefan et. al., reported the boronic acid synthesis via monophasic transesterification by evaporation of reagents/ byproducts, [34] Zn-PAM, [35] MCS, [36] ultrasonic technique, [37] DBU-CO 2 , [38] enzymatic transesterification, [39] M 2 CO 3 or MI (M = Li, Na, K, Cs), [40] pPh-SO 3 H & pBPA-SO 3 H, [41] Ti(Oi-pr) 4 , [42] NaOR, [43] Metal/ ETS-10, [44] BBAIL, [45] EmimOAc, [46] BF 3 .OEt 2 , [47] Zn(Me) 2 , [48] N-Heterocyclic olefins, [49] microwave irradiation, [50] dilithium tetra-tertbutylzincate, [51] K 2 CO 3 /DMSO, [52] Ionic liquid (references therein), [53] methylboronic acid, [54] AuÀ Cu nanoparticles, [55] CO 2 / Novozym-435, [56] CuFe 2 O 4 , [57] Cesium carbonate, [58] Ion-exchange resins (Lewatit K1221), [59] imidazolium ionic liquids, [60] 4-(3methyl-1-imidazolio)-1-butanesulfonic acid triflate, [61] Mn(II) Carbonate & Mn(II)Sulfate, [62] DBU at high pressure, [63] ball-mill technique, [64] AgOTf, [65] Sol-Gel MoO 3 /TiO 2 , [66] lipase from Aspergillus niger, [67] TEA, [68] Sn-catalyst, [69] lanthanum(III) Isopropoxide, [70] Candida rugo...…”

Lipase-catalyzed enantioselective transesterification of 3-hydroxy-3-(2-thienyl) propanenitrile in liquid carbon dioxide

“…Furthermore, it can be employed at low temperature, which has the potential to enhance the enatioselectivity of enzyme by the low-temperature strategy. Recently, some elegant works have been reported that liquid CO 2 could effectively enhance lipase activity and enantioselectivity in lipase-catalyzed transesterifications (16)(17)(18). These findings encouraged us to further investigate the application of liquid CO 2 in the lipase-catalyzed resolution of racemic pharmaceutical intermediates.…”