Iodocyclization in Aqueous Media and Supramolecular Reaction Control Using Water-Soluble Hosts.
Iodocyclization in Aqueous Media and Supramolecular Reaction Control Using Water-Soluble Hosts.
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水介质中的碘环化和使用水溶性主体的超分子反应控制。
DOI：
10.1021/acsomega.9b02466
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发表时间：
2019
期刊：
影响因子：
4.1
通讯作者：
Pattabiraman,Mahesh
中科院分区：
文献类型：
--
作者：
Bokoskie,Treyvon;Cunningham,Christopher;Kornman,Cory;Kesharwani,Tanay;Pattabiraman,Mahesh
2-炔基苯甲醚的碘环化反应是合成取代苯并呋喃的有效途径。在温和条件下，在含水浆料中与硫酸铜（II）和碘化钠的反应效率比在有机溶剂中高出许多。环糊精家族的水溶性主体使化合物在水性介质中增溶，并通过构象控制和空间相互作用影响反应效率。计算化学和光谱滴定提供了关于主客体复合物结构的信息，并深入了解了所观察到的效应的机理基础。
Iodocyclization of 2-alkynylanisoles is an efficient route for synthesizing substituted benzofurans. Reaction efficiency with copper(II) sulfate and sodium iodide in an aqueous slurry under mild conditions is a manifold higher than in organic solvents. Water-soluble hosts of the cyclodextrin family solubilize the compounds in aqueous media and affect the reaction efficiency through conformation control and steric interactions. Computational chemistry and spectral titration provide information on the host–guest complex structure and insight into the mechanistic basis of the observed effects.