2005
DOI: 10.1039/b511691k
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O-Acetylation of cellulose and monosaccharides using a zinc based ionic liquid

Abstract: The efficient O-acetylation of monosaccharides and cellulose is demonstrated using a Lewis acidic ionic liquid based on choline chloride and zinc chloride.

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Cited by 221 publications
(175 citation statements)
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“…The same catalytic DES (ChCl-ZnCl2, 1:2) was successfully employed for the acetylation of monosaccharides. [52] In contrast, DES formed from trimethylcyclohexyl ammonium methanesulfonate and ptoluenesulfonic acid (TCyAMsO-p-TsOH, 1:1 molar ratio) has been described as a good catalytic reaction medium for smaller alcohols (less than C8). Thus, aliphatic and aromatic carboxylic acids were heated (60-80 ºC) in the mixture TCyAMsO-p-TsOH (1:1) during 2-17 h producing the corresponding esters with yields ranging from 16 to 97%.…”
Section: Esterification-type Reactionsmentioning
confidence: 99%
“…The same catalytic DES (ChCl-ZnCl2, 1:2) was successfully employed for the acetylation of monosaccharides. [52] In contrast, DES formed from trimethylcyclohexyl ammonium methanesulfonate and ptoluenesulfonic acid (TCyAMsO-p-TsOH, 1:1 molar ratio) has been described as a good catalytic reaction medium for smaller alcohols (less than C8). Thus, aliphatic and aromatic carboxylic acids were heated (60-80 ºC) in the mixture TCyAMsO-p-TsOH (1:1) during 2-17 h producing the corresponding esters with yields ranging from 16 to 97%.…”
Section: Esterification-type Reactionsmentioning
confidence: 99%
“…Acylation of cellulose with linear chain acylation reagents such as anhydride or chloride is the most common method to produce cellulosic bioproducts. Because of the wide application of cellulose acetate, cellulose acetylation with acetic anhydride or acetyl chloride in ILs has been extensively studied, and cellulose acetates with high degree of substitution (DS) were easily prepared (Wu et al, 2004;Abbott et al, 2005;Heinze et al, 2005;Barthel & Heinze, 2006;Granstrom et al, 2008). Furthermore, ILs were also be reported as reaction media for cellulose modification with other liquid reagents, such as carbanilation with phenyl isocyanate (Barthel & Heinze, 2006;Schlufter et al, 2006), acylation with lauroyl chloride (Barthel & Heinze, 2006), and perpropionylation with propionic anhydride (Schlufter et al, 2006).…”
Section: Introductionmentioning
confidence: 99%
“…8 These new Lewis acidic solvents have been successfully employed for a variety of reactions. [9][10][11] We have also reported a eutectic mixture of choline chloride and urea which forms an ionic liquid analogue with the advantage of being non-toxic and readily biodegradable but has no Lewis acidity. 12 Two uses of this mixture for inorganic applications have recently been reported.…”
Section: Introductionmentioning
confidence: 99%