A Highly Practical Copper(II)/TEMPO-SO4H Catalyst System for Aerobic Oxidations of Primary Benzylic and Allylic Alcohols on Gram-Scale in Water

A Highly Practical Copper(II)/TEMPO-SO4H Catalyst System for Aerobic Oxidations of Primary Benzylic and Allylic Alcohols on Gram-Scale in Water
复制标题

一种高度实用的铜 (II)/TEMPO-SO4H 催化剂体系,用于克级伯醇和烯丙醇在水中的有氧氧化

DOI:
10.1002/ajoc.201900370
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发表时间:
2019-07-23
影响因子:
2.7
通讯作者:
Xu, Zushun
Xu, Zushun
中科院分区:
化学3区
文献类型:
--
作者:
Chen, Tianyou;Wang, Zihao;Xu, Zushun

文献摘要

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本文报道了一种实用的Cu(II)/TEMPO-SO_4 H催化体系,用于伯苄醇和烯丙醇的有氧氧化。当使用经济上可行的含磺酸基的2,2,6,6-四甲基哌啶基-1-氧基(克里思)衍生物TEMPO-SO 4 H来代替克里思时,获得了更高的活性。使用这样的Cu-II/TEMPO-SO 4 H催化剂可以显著简化催化剂的去除并显著减少所用有机溶剂的量。以空气为氧化剂,在无表面活性剂存在下,在水中进行了克级伯苄醇和烯丙醇的好氧氧化反应,实现了绿色催化。
We report a highly practical copper(II)/TEMPO-SO4H catalyst system for aerobic oxidations of primary benzylic and allylic alcohols. A higher activity was achieved when TEMPO-SO4H, an economically feasible 2,2,6,6-tetramethylpiperidinyl-1-oxyl (TEMPO) derivative containing a sulfonic acid group, was used to replace TEMPO. The use of such Cu-II/TEMPO-SO4H catalysts can significantly simplify the removal of catalysts and dramatically reduce the amount of organic solvents used. The aerobic oxidation of primary benzylic and allylic alcohols was conducted in water on gram scale using air as the oxidant, and in the absence of surfactant, leading to green catalysis.