Stabilized Copper(I) Oxide Nanoparticles Catalyze Azide-Alkyne Click Reactions in Water

Stabilized Copper(I) Oxide Nanoparticles Catalyze Azide-Alkyne Click Reactions in Water
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稳定的氧化铜 (I) 纳米粒子催化水中的叠氮化物-炔点击反应

DOI:
10.1002/adsc.201000206
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发表时间:
2010-07
影响因子:
5.4
通讯作者:
Zhang, Zhenfang
Zhang, Zhenfang
中科院分区:
化学2区
文献类型:
--
作者:
Hu, Di;Wang, Ling;Chen, Yue;Li, He;Long, Jing;Yang, Cuihong;Kong, Deling;Dong, Changming;Zhang, Zhenfang

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制备了一种新型的聚乙烯吡咯烷酮(PVP)包覆的氧化铜纳米粒子(Cu 2 O-NP),并将其用于催化叠氮-炔点击反应.纳米颗粒在水溶液中分散良好,并且具有20 ± 10 nm的尺寸,如通过透射电子显微镜(TEM)测定的。电感耦合等离子体(ICP)、X射线粉末衍射(XRD)和X射线光电子能谱(XPS)分析表明,Cu 2 O-NP的主要成分是Cu(I)。体外细胞毒性试验采用MTT法,在生理温度下,在水和有机溶剂中考察了其催化叠氮-炔点击反应的活性。结果表明,Cu 2 O-NP在水中对脂肪族和芳香族叠氮化物和炔的催化反应中具有更高的效率,且毒性低于常用的CuSO 4 /还原剂催化体系.
A novel form of polyvinylpyrrolidone (PVP) coated copper(I) oxide nanoparticle (Cu 2 O-NP) was prepared and used to catalyze azide-alkyne click reactions in water under aerobic conditions. The nanoparticles were well dispersed in aqueous solutions and have a size of 20 ± 10 nm, as determined by transmission electron microscope (TEM). Inductively coupled plasma (ICP), X-ray powder diffraction (XRD), and X-ray photoelectron spectroscopy (XPS) analyses demonstrated that the main content of Cu 2 O-NP is copper(I). The cytotoxicity of it was evaluated by an in vitro 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay and its catalytic efficiency for azide-alkyne click reactions was studied in water and organic solvents at physiological temperatures. Our results indicate that Cu 2 O-NP is more efficient in catalytic reactions in water for both aliphatic and aromatic azides and alkynes and less toxic than the commonly used CuSO 4 /reductant catalyst systems.
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