Preparation of Environmentally Friendly Alkylglucoside Surfactants Using Zeolites as Catalysts

Acid zeolites as efficient catalysts for O- and S-glycosylation

“…Meerwein-Ponndorf-Verley reduction [15], and the Fischer indole synthesis with restricted transition state selectivity [16] are examples of reactions which selectivity was only found over HBEA zeolites. Moreover, per-O-acetylation of monoand disaccharides [17], preparation of alkyl glucoside surfactants, the new generation of non-ionic detergents [12,18], and the stereoselective synthesis of peracetylated aryl 1,2-transglycopyranosides and aryl 1,2-cis-2-hydroxyglycopyranosides [19] were also catalyzed by HBEA zeolites.…”

Microporous and Mesoporous Catalysts for the Transformation of Carbohydrates

“…Again in the same research group, [44] it has been shown that over Al-containing MCM-41 mesoporous materials with acidity always lower than that of zeolites, the glycosylation of D-glucose and n-butanol proceeded at reaction rates not very far [42] Yields after 4 h of reaction at 383 K, n-butanol/D-glucose molar ratio ¼ 40, 1.5 wt % catalyst. a Data from Camblor et al [43] Yields after 4 h of reaction at 383 K, n-butanol/D-glucose molar ratio ¼ 40, 3 wt % catalyst.…”

“…In a preliminary work by Corma et al, [42] it was shown that large-pore tridirectional zeolites H-Beta and H-Y were capable of achieving the glycosylation reaction between D-glucose and n-butanol with reasonable activity providing that the nbutanol/D-glucose molar ratio is higher than 20 (Table 7.3). The conversion is lower over small-pore H-Mordenite and HZSM-5 catalysts, for which catalysts the reaction may occur on the external surface.…”

Zeolites as Catalysts for the Synthesis of Fine Chemicals

“…Corma et al [98] showed that three-dimensional 12-ring zeolites such as Beta and Y showed reasonable activity and selectivity for the synthesis of alkyl d-glucosides. Thus, yields of butyl glucosides (α,β-butylglucopyranosides plus α,β-butylglucopyranosides) between 70 and 98% were achieved over Y and Beta zeolites, respectively, working at 110 • C. Interestingly, when zeolites are used as acid catalysts for the glycosidation reaction, the formation of oligomers is significantly reduced compared to the homogeneous reaction, because their bulkier transition states are restricted by shape-selective effects.…”