Tůma J, Kohout M
Department of Organic Chemistry, University of Chemistry and Technology Prague Technická 5, Prague 6 166 28 Czech Republic
RSC Adv. 2018 Jan 3;8(3):1174-1181. doi: 10.1039/c7ra12658a. eCollection 2018 Jan 2.
In this pilot study, we present novel bifunctional silica gel-immobilized materials applicable as heterogeneous organocatalysts and stationary phases in HPLC. The materials provided high stereoselectivity in both batch and continuous flow catalysis of a model Michael addition (cyclohexanone to ()-β-nitrostyrene). In the batch reaction, the catalysts proved their sustainable catalytic activity over five consecutive recycling experiments. Under continuous flow reaction conditions, the catalytic activity was found to be superior to the batch reaction, and moreover, the same immobilized materials were utilized as stationary phases in HPLC showing very good chemoselective separation of model acidic analytes.
在这项初步研究中，我们展示了新型的双功能硅胶固定化材料，其可用作多相有机催化剂和高效液相色谱（HPLC）中的固定相。这些材料在模型迈克尔加成反应（环己酮与（）-β-硝基苯乙烯）的间歇式和连续流动催化中均表现出高立体选择性。在间歇式反应中，催化剂在连续五次循环实验中证明了其可持续的催化活性。在连续流动反应条件下，发现催化活性优于间歇式反应，此外，相同的固定化材料在HPLC中用作固定相，对模型酸性分析物显示出非常好的化学选择性分离。
