Direct nucleophilic substitution reaction of alcohols mediated by a zinc-based ionic liquid

Direct nucleophilic substitution reaction of alcohols mediated by a zinc-based ionic liquid
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锌基离子液体介导的醇直接亲核取代反应

DOI:
10.1039/c0gc00763c
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发表时间:
2011-05
期刊:
影响因子:
9.8
通讯作者:
Zhuo, Kelei
Zhuo, Kelei
中科院分区:
化学1区
文献类型:
--
作者:
Zhu, Anlian;Li, Lingjun;Wang, Jianji;Zhuo, Kelei

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锌基离子液体([CHCl][ZnCl2]2)是醇类化合物直接亲核取代反应的良好反应介质。高转化率、高选择性、易分离、催化剂可重复使用、不需要过多的亲核试剂,使化工过程更加清洁。该反应是通过碳阳离子机理进行的,UV-Vis光谱检测到了碳阳离子的存在。结果表明,胆碱阳离子上的羟基是形成特殊微观结构的主要诱因,它可以为反应体系中的碳正离子提供足够的稳定性,提高反应的活性和选择性。
A zinc-based ionic liquid ([CHCl][ZnCl2]2) was found to be an excellent reaction medium for the direct nucleophilic substitution reactions of alcohols. The high conversion, high selectivity, easy separation procedure, catalyst reusability and no necessity of excessive nucleophiles make the chemical process cleaner. This reaction was believed to work through the carbocation mechanism and the existence of carbocation was detected by UV-vis spectroscopy. It was suggested that the hydroxyl group on the choline cation was the major inducement for the formation of special microstructures which could provide adequate stability for the carbocation in the reaction systems and increase the reactivity and selectivity.
DOI: 10.1021/ja900076a
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