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Taming Troublesome Suzuki–Miyaura Reactions in Water Solution of Surfactants by the Use of Lecithin: A Step beyond the Micellar Model
Organic Process Research & Development ( IF 3.4 ) Pub Date : 2020-09-04 , DOI: 10.1021/acs.oprd.0c00285
Chiara Ceriani 1 , Erika Ghiglietti 1 , Mauro Sassi 1 , Sara Mattiello 1 , Luca Beverina 2
Affiliation  

The use of water solutions of industrial and designer surfactants enables performing a wide variety of chemical transformations on hydrophobic precursors. Most reactions are clean, fast, and efficient with vast benefits for overall sustainability. The widespread adoption of such methods is somewhat hampered by a lack of generality in the case of troublesome substrates and scaling up. The common literature solution for such issues is the use of small amounts of organic solvents. We here show that the use of a mixture of l-α-lecithin and Tween 80 is a preferable solution enabling the taming of particularly troublesome reactions where even the cosolvent approach fails. The strong reduction of all interface tensions characterizing such complex multiphase systems is key to the results achieved. The protocol is general and scalable.

中文翻译:

使用卵磷脂抑制表面活性剂水溶液中的麻烦的Suzuki-Miyaura反应:超越胶束模型的一步

使用工业表面活性剂和设计剂表面活性剂的水溶液可以对疏水性前体进行多种化学转化。大多数反应是干净,快速和高效的,对整体可持续性具有巨大的好处。在麻烦的基板和放大的情况下,缺乏通用性在某种程度上阻碍了这种方法的广泛采用。解决此类问题的常见文献解决方案是使用少量有机溶剂。我们在这里表明使用l的混合物-α-卵磷脂和吐温80是优选的溶液,其能够驯服甚至在助溶剂方法失败的情况下特别麻烦的反应。大幅降低表征此类复杂多相系统的所有界面张力是获得结果的关键。该协议是通用且可扩展的。
更新日期:2020-09-04
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