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Investigation of Sn(IV) catalysts in glycerol acetylation
Molecular Catalysis ( IF 4.6 ) Pub Date : 2020-08-03 , DOI: 10.1016/j.mcat.2020.111130
Débora S. da Silva , Felyppe M.R.S. Altino , Janaína H. Bortoluzzi , Simoni M.P. Meneghetti

The catalysts dibutyltin dichloride (Bu2SnCl2), dimethyltin dichloride (Me2SnCl2), butyltin trichloride (BuSnCl3), dibutyltin dilaurate (Bu2SnLau2), butyl stannoic acid [BuSnO(OH)], and di-n-butyl-oxo-stannane (Bu2SnO) were investigated in the acetylation of glycerol (GLY). To the best of our knowledge, this is the first time that this family of catalysts is employed for this reaction and the catalysts bearing chlorine substituents provided the best results. The most active system (BuSnCl3) leads to the total conversion of GLY and shows very good selectivity (25.7, 43.5 and 30.8 % for MA, DA and TA, respectively) under mild reaction conditions (80 °C, AA:GLY molar ration of 4:1 with 3 h of reaction). The apparent rate constants (kap) for the GLY conversion confirm these results, since values of 29.1 × 10−3, 67.9 × 10−3 and 87.2 × 10−3 h−1 were obtained at 40, 80 and 120 °C, respectively. The activation energy for GLY conversion was determined and for the reaction performed without catalyst the estimated value was 23.9 kJ mol−1 while using BuSnCl3 it was 14.3 kJ mol−1, representing a decrease of around 50 %.



中文翻译:

Sn(IV)催化剂在甘油乙酰化中的研究

催化剂二氯化二丁基锡(Bu 2 SnCl 2),二氯化二甲基锡(Me 2 SnCl 2),三氯化丁基锡(BuSnCl 3),二月桂酸二丁基锡(Bu 2 SnLau 2),丁基锡酸[BuSnO(OH)]和二正丁基锡在甘油(GLY)的乙酰化中研究了丁基丁基氧锡锡烷(Bu 2 SnO)。据我们所知,这是该系列催化剂第一次用于该反应,并且带有氯取代基的催化剂提供了最佳结果。最活跃的系统(BuSnCl 3)导致GLY的总转化,并且在温和的反应条件(80°C,AA:GLY摩尔比为4:1,持续3 h)下显示出非常好的选择性(MA,DA和TA分别显示25.7、43.5和30.8%)反应)。表观速率常数(ķ AP),用于这些结果,因为29.1×10值GLY转化率确认-3,67.9×10 -3 87.2×10 -3  ħ -1,在40,80和120℃下获得的,分别。确定用于GLY转化的活化能,并且对于在没有催化剂的情况下进行的反应,估计值为23.9 kJ mol -1,而使用BuSnCl 3则为14.3 kJ mol -1,减少了约50%。

更新日期:2020-08-03
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