Empowering a transition-metal-free coupling between alkyne and alkyl iodide with light in water
Empowering a transition-metal-free coupling between alkyne and alkyl iodide with light in water
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DOI：
10.1038/ncomms7526
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发表时间：
2015-03-01
影响因子：
16.6
通讯作者：
Li, Chao-Jun
中科院分区：
文献类型：
--
作者：
Liu, Wenbo;Li, Lu;Li, Chao-Jun
炔类化合物的组装方法是合成精细化学品、医药和高分子光电材料的基础。利用光作为清洁能源形式和水作为绿色溶剂有可能使合成化学更加环保。在这里，我们提出了一个过渡金属之间的芳基炔和烷基碘的耦合协议，使光能在水中。在紫外光照射下，在碱性水溶液中，芳基炔在温和条件下可与伯、仲和叔碘代烷有效偶联。提出了耦合的初步机理。
Methods to assemble alkynes are essential for synthesizing fine chemicals, pharmaceuticals and polymeric photo-/electronic materials. Using light as a clean energy form and water as a green solvent has the potential to make synthetic chemistry more environmentally friendly. Here we present a transition-metal-free coupling protocol between aryl alkyne and alkyl iodide enabled by photoenergy in water. Under ultraviolet irradiation and in basic aqueous media, aryl alkynes efficiently couple with a wide range of alkyl iodides including primary, secondary and tertiary ones under mild conditions. A tentative mechanism for the coupling is also proposed.