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Waste-minimised copper-catalysed azide–alkyne cycloaddition in Polarclean as a reusable and safe reaction medium
Green Chemistry ( IF 9.8 ) Pub Date : 2017-11-28 00:00:00 , DOI: 10.1039/c7gc03022c
Lorenzo Luciani 1, 2, 3, 4, 5 , Emily Goff 1, 2, 3, 4, 5 , Daniela Lanari 4, 5, 6, 7 , Stefano Santoro 1, 2, 3, 4, 5 , Luigi Vaccaro 1, 2, 3, 4, 5
Affiliation  

Herein we report the first example of a generally useful organic reaction, namely the copper-catalysed azide–alkyne cycloaddition, performed in a Polarclean/water mixture as a reaction medium. The process is very efficient, affording in 24 out of the 26 tested cases the desired triazole in quantitative yields. Product isolation is also very convenient, since the triazoles either precipitate or form a separate liquid phase, without the need to perform chromatographic separations. Moreover, since the metal catalyst is retained in the Polarclean/water phase, the catalyst/reaction medium can be easily reused for consecutive reaction runs, without an apparent loss in efficiency. This methodology is associated with very limited waste production, as evidenced by calculated E-factors in the range 2.6–3.7.

中文翻译:

在Polarclean中将废物最小化的铜催化的叠氮化物-炔烃环加成作为可重复使用的安全反应介质

在本文中,我们报告了通常有用的有机反应的第一个例子,即在Polarclean /水混合物中作为反应介质进行的铜催化的叠氮化物-炔烃环加成反应。该方法非常有效,在26种测试案例中,有24种以定量产率提供了所需的三唑。产物分离也非常方便,因为三唑可以沉淀或形成单独的液相,而无需进行色谱分离。此外,由于金属催化剂保留在Polarclean /水相中,因此催化剂/反应介质可以轻松地重新用于连续的反应运行,而不会明显降低效率。这种方法与非常有限的废物产生有关​​,如2.6-3.7范围内的计算得出的E因子所证明。
更新日期:2018-01-02
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