Selective oxidation of carbohydrates by 4-AcNH-TEMPO/peracid systems

被引：64

作者：

Bragd, PL

Besemer, AC

van Bekkum, H

机构：

[1] SCA Hyg Prod, NL-3700 AJ Zeist, Netherlands

[2] Delft Univ Technol, Organ Chem & Catalysis Lab, NL-2628 BL Delft, Netherlands

来源：

CARBOHYDRATE POLYMERS | 2002年 / 49卷 / 04期

关键词：

starch; amylopectin; inulin; pullulan; methyl alpha-D-glucopyranoside; 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxyl; oxone; peracetic acid;

D O I：

10.1016/S0144-8617(01)00344-7

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Starch, amylopectin, inulin, pullulan and methyl -D-glucopyranoside (Me alpha-Glcp) were oxidised by 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxyl (4-AcNH-TEMPO) as the mediator and peracetic acid or monoperoxysulfate (Oxone(R)) as the regenerating oxidant. The conversion of primary alcohol groups to the corresponding carboxyl groups proceeded with high yield and selectivity, provided that sodium bromide was added as co-catalyst. The mass molecular distributions of the oxidised polysaccharides indicated that no major depolymerisation occurred during oxidation. Oxone appeared to be the most efficient oxidant as the reaction rate was 25 times higher than that of peracetic acid in the oxidation of Me alpha-Glcp. On the other hand, oxone produces a larger amount of waste as by-product than peracetic acid. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：397 / 406

页数：10

共 49 条

[21] Multiple bonds between transition metals and main-group elements Part 175 - The selective catalytic oxidation of terminal alcohols: a novel four-component system with MTO as catalyst [J].