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Dynamic Ion Speciation during the Hydrolysis of Aryltrifluoroborates**
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2020-11-23 , DOI: 10.1002/chem.202004726
Isaac Omari 1 , Lars P. E. Yunker 1 , Johanne Penafiel 1 , Darlene Gitaari 1 , Atzin San Roman 1 , J. Scott McIndoe 1
Affiliation  

Organotrifluoroborates serve as coupling partners during transmetalation in the Suzuki–Miyaura reaction but require hydrolysis prior to the coupling reaction. Their anionic nature allows study of their hydrolysis by electrospray ionization mass spectrometry (ESI‐MS) through real‐time monitoring, complemented by pH analysis. The induction period varied according to the borates employed, and a dynamic series of equilibria for numerous ions was observed during hydrolysis. We found that the induction periods and reaction rates were sensitive to the R group of the borates, the shape of the reaction vessel, and stir rate.

中文翻译:

芳基三氟硼酸酯水解过程中的动态离子形态**

有机三氟硼酸盐在Suzuki-Miyaura反应的过渡金属化过程中充当偶联伙伴,但在偶联反应之前需要水解。它们的阴离子性质使得可以通过实时监测,辅以pH分析,通过电喷雾电离质谱(ESI-MS)研究其水解。诱导期根据所使用的硼酸盐而变化,并且在水解过程中观察到许多离子的动态平衡。我们发现诱导时间和反应速率对硼酸酯的R基团,反应容器的形状和搅拌速率敏感。
更新日期:2020-11-23
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