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Menthylamine synthesis via gold-catalyzed hydrogenation of menthone oxime
Applied Catalysis A: General ( IF 4.7 ) Pub Date : 2020-08-21 , DOI: 10.1016/j.apcata.2020.117799
Yu.S. Demidova , E.S. Mozhaitsev , E.V. Suslov , A.A. Nefedov , A.A. Saraev , K.P. Volcho , N.F. Salakhutdinov , A. Simakov , I.L. Simakova , D.Yu. Murzin

In the current work gold nanoparticles supported on oxides (MgO, Al2O3, ZrO2, TiO2) were used for menthylamine synthesis via menthone oxime hydrogenation. An increase of the gold nanoparticles size and application of metal oxides with a strong basic character such as magnesia favored deoximation to menthone. Au/Al2O3 catalyst with the gold nanoparticles size of 2.0 nm afforded high catalytic activity and selectivity to menthylamine. The reaction kinetics including stereoselectivity to the reaction products and recyclability of the catalyst was studied using Au/Al2O3 in the temperature range 90−110 °C under hydrogen pressure of 5.5–7.5 bar. The catalytic behavior was influenced by the solvent nature, with higher selectivity to desired amine achieved using methanol. The reaction rate was pressure independent, while has first order with respect to menthone oxime concentration. Stereoselectivity to menthylamines and menthones was independent on the reaction temperature and the hydrogen pressure.



中文翻译:

金催化薄荷酮肟加氢合成薄荷胺

在当前的工作中,负载在氧化物(MgO,Al 2 O 3,ZrO 2,TiO 2)上的金纳米颗粒用于通过薄荷酮肟加氢合成薄荷胺。金纳米颗粒尺寸的增加和具有强碱性的金属氧化物如氧化镁的应用有利于薄荷酮的脱氧。金纳米颗粒尺寸为2.0nm的Au / Al 2 O 3催化剂提供了高催化活性和对薄荷基胺的选择性。使用Au / Al 2 O 3研究了反应动力学,包括对反应产物的立体选择性和催化剂的可回收性。在90-110°C的温度范围内,氢气压力为5.5-7.5 bar。催化行为受溶剂性质的影响,对使用甲醇获得的所需胺具有更高的选择性。反应速率是压力无关的,而对于薄荷酮肟浓度却是一阶的。对薄荷胺和薄荷烷的立体选择性与反应温度和氢气压力无关。

更新日期:2020-09-02
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