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葡萄糖在钯纳米粒子催化的水中溴代和氯代芳烃的还原偶联反应中作为清洁可再生还原剂的作用。

Glucose as a clean and renewable reductant in the Pd-nanoparticle-catalyzed reductive homocoupling of bromo- and chloroarenes in water.

机构信息

Department of Chemistry, Università degli Studi Aldo Moro, Via Orabona 4, 70126 Bari, Italy.

出版信息

J Org Chem. 2010 Jun 4;75(11):3908-11. doi: 10.1021/jo1005729.

Abstract

An efficient and highly sustainable Ullmann-type homocoupling of bromo- and chloroarenes, including the more challenging electron-rich chloroarenes (e.g., 4-chloroanisole), catalyzed by in situ generated Pd colloids, is carried out in aqueous medium under relatively mild conditions (temperatures ranging from 40 to 90 degrees C). Glucose is used as a clean and renewable reductant, while tetrabutylammonium hydroxide (TBAOH) acts as base, surfactant, and phase-transfer agent, creating a favorable environment for the catalyst. Pd nanoparticle sizes, morphology, and chemical composition are ascertained by TEM and XPS analyses.

摘要

在温和的条件下(温度范围为 40 至 90 摄氏度),在水相介质中,通过原位生成的 Pd 胶体催化,实现了高效且可持续的溴代和氯代芳烃,包括更具挑战性的富电子氯代芳烃(例如 4-氯苯甲醚)的Ullmann 型同偶联。葡萄糖被用作清洁且可再生的还原剂,而四丁基氢氧化铵(TBAOH)则作为碱、表面活性剂和相转移剂,为催化剂创造了有利的环境。通过 TEM 和 XPS 分析确定了 Pd 纳米颗粒的大小、形态和化学组成。

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