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Hydroformylation of natural olefins with the [Rh(COD)(μ-OMe)]2/TPPTS complex in BMI-BF4/toluene biphasic medium: Observations on the interfacial role of CTAB in reactive systems
Molecular Catalysis ( IF 3.9 ) Pub Date : 2020-09-21 , DOI: 10.1016/j.mcat.2020.111189
Pablo J. Baricelli , Mariandry Rodríguez , Luis G. Melean , Margarita Borusiak , Isis Crespo , Juan C. Pereira , Merlín Rosales

The complex [Rh(COD)(μ-OMe)]2 in presence of TPPTS (TPPTS = triphenylphosphinetrisulfonate) was evaluated as catalyst precursor for the in situ hydroformylation of natural olefins (eugenol, estragole and safrole) in biphasic media BMIm-BF4/toluene. Under moderate reaction conditions, the substrates showed the following reactivity order: eugenol > estragole > safrole. The rhodium system showed a high activity and selectivity towards the desired aldehydes. It was found that the use of cetyltrimethylammoniun bromide (CTAB) as phase transfer agent inhibits the hydroformylation reaction. The catalytic phase can be recycled up to four times without evident loss of activity or selectivity. In this work we report the use of an ionic liquid with hydrophilic character, without using water in the reaction medium.



中文翻译:

在BMI-BF 4 /甲苯双相介质中用[Rh(COD)(μ-OMe)] 2 / TPPTS配合物对天然烯烃进行加氢甲酰化:CTAB在反应体系中的界面作用观察

在TPPTS(TPPTS =三苯基膦三磺酸盐)存在下,络合物[Rh(COD)(μ-OMe)] 2被评估为在双相介质BMIm-BF 4中天然烯烃(丁香酚,雌蕊和黄樟素)原位加氢甲酰化的催化剂前体/甲苯。在适度的反应条件下,底物显示出以下反应顺序:丁子香酚>雌蕊>丁香酚。铑体系显示出对所需醛的高活性和选择性。发现使用十六烷基三甲基溴化铵(CTAB)作为相转移剂会抑制加氢甲酰化反应。催化相最多可循环使用四次,而活性或选择性没有明显损失。在这项工作中,我们报告了使用具有亲水特性的离子液体,而不在反应介质中使用水。

更新日期:2020-09-22
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