Oxidation of catechol catalyzed by β-cyclodextrin-Cu(Ⅱ) complexes and its reaction kinetics

WANG Bing; HU Zhiwen; ZHENG Hailing; YANG Hailiang;  HUANG Xiaofang; ZHANG Dianbo; WAN Junmin

您当前的位置：

首页 >

文章列表页 >

Oxidation of catechol catalyzed by β-cyclodextrin-Cu(Ⅱ) complexes and its reaction kinetics

更新时间：2025-12-10

- Oxidation of catechol catalyzed by β-cyclodextrin-Cu(Ⅱ) complexes and its reaction kinetics
- CIESC Journal Issue 6, Pages: 1459-1465(2009)
- 作者机构：
  
  浙江理工大学先进纺织材料与制备技术教育部重点实验室
- 作者简介：
- 基金信息：
- DOI：
  CLC：
- Online First：05 June 2009，
  
  Published：05 June 2009
- 稿件说明：
移动端阅览
WANG Bing, HU Zhiwen, ZHENG Hailing, et al. Oxidation of catechol catalyzed by β-cyclodextrin-Cu(Ⅱ) complexes and its reaction kinetics[J]. CIESC Journal, 2009, (6): 1459-1465.
DOI：

WANG Bing, HU Zhiwen, ZHENG Hailing, et al. Oxidation of catechol catalyzed by β-cyclodextrin-Cu(Ⅱ) complexes and its reaction kinetics[J]. CIESC Journal, 2009, (6): 1459-1465. DOI：

摘要

以β-环糊精(β-CD)作为骨架，经磺酰化反应、卤代反应和与L-组氨酸的亲核取代反应，得到了两种β-环糊精-组氨酸衍生物配体，再将配体与Cu(Ⅱ)配位，合成了具有多酚氧化酶催化活性的β-环糊精-Cu(Ⅱ)配合物。采用元素分析、傅里叶变换红外光谱、核磁共振波谱和原子吸收光谱等方法对配体和配合物的结构进行了表征。以O2为氧化剂，用分光光度法测定了它们催化邻苯二酚氧化反应的性能，并考察了反应温度、pH值等因素对催化反应速率的影响。结果表明：β-环糊精-Cu(Ⅱ)配合物具有良好的催化性能;C-2位修饰得到的环糊精类金属衍生物因为活性基团与反应中心之间相对位置适宜，表现出较大的加速效果;反应动力学表明组胺基配位Cu(Ⅱ) 、β- CD疏水空腔和碱催化作用是反应加速的3个因素。

Abstract

Two kinds of β-cyclodextrin (β-CD) derivatives mono-6-(N-histamino)-6-deoxy-β-cyclodextrin (6-His-β-CD) and mono-2-(N-histamino)-2-deoxy-β-cyclodextrin (2-His-β-CD) were prepared by reacting β-CD withp-toluene sulfonyl chloride

displacement the monotosylate with iodide

and finally the reaction of cyclodextrin iodide with nucleophile L-histidine.From these derivatives

the β-CD-Cu(Ⅱ) complexes (Cu(Ⅱ)/6-His-β-CD， Cu(Ⅱ)/2-His-β-CD) with polyphenol oxidase (PPO) activity were synthesized.The derivatives and the complexes were characterized with elemental analysis

Fourier-transform infrared spectroscopy

nuclear magnetic resonance spectroscopy and atomic absorption spectrometry.The complexes were used as catalysts for the oxidation of catechol using O2 as the oxidant

which was monitored by UV-Vis spectrophotometer.The effects of temperature and pH value on the reaction were also studied.The results indicated that the PPO mimics exhibited high catalytic activities.Cu(Ⅱ)/2-His-β-CD showed higher PPO activity than Cu(Ⅱ)/6-His-β-CD.The kinetic studies showed that all three factors

the hydrophobic environment provided by β-CD

the Cu(Ⅱ) bound to the histamine and the base catalysis contributed to the PPO activity.

关键词

Keywords

references

Views

270

下载量

CSCD

Alert me when the article has been cited

提交

Tools

Publicity Resources

Model for etherification kinetics of pyrocatechol and methallyl chloride

Bi-steady state reaction kinetics of nitrile hydratase in free resting cells

Catalytic effects of four metal chlorides on fast pyrolysis of cellulose（Ⅰ）Py-GC/MS experiments

Effect of water on catalyzed formation of polychlorinated dibenzo-p-dioxins and dibenzofurans from precursor

Reaction kinetics for oxygen oxidation desulfurization of catalytic cracking gasoline

Related Author

LUO He’an

WANG Liangjie

WEI Xiaobo

SUN Yunpeng

SHEN Zhongyao

SUN Xudong

YU Huimin

LU Qiang

Related Institution

湘潭大学化工学院

清华大学化学工程系生物化工研究所

中国科学技术大学安徽省生物质洁净能源重点实验室

浙江大学能源清洁利用国家重点实验室

浙江工业大学化工与材料学院

⁰