论文部分内容阅读
研究了用芹菜茎薄片在温和与环境友好的条件下催化芳香酮的对映选择性还原反应,制备得到具有光学活性的(S)-1-芳基醇,产物的对映选择性符合Prelog规则.考察了pH值、反应时间、反应温度、底物浓度等因素对底物芳香酮的转化率和产物(S)-1-芳基醇的对映体过量值的影响,并优化了这些反应条件.文中还研究了底物的构效关系,发现羰基两边取代基的空间效应和电子效应明显影响底物的转化率和产物的对映体过量值.在合适的条件下底物苯乙酮的转化率高达100%,产物(S)-1-苯基乙醇的对映体过量值大于99.0%.苯丙酮、对甲基苯乙酮和对氯苯乙酮等其它芳香酮的转化率达到中等程度,但所得(S)-1-芳基醇的最大对映体过量值均大于99.0%.
The enantioselective reduction of aromatic ketones catalyzed by celery stem flakes under mild and environment-friendly conditions was studied to prepare optically active (S) -1-aryl alcohols. The enantioselectivities of the products were in accordance with Prelog rules The effects of pH value, reaction time, reaction temperature and substrate concentration on the conversion of aryl ketone and the enantiomeric excess of (S) -1-aryl alcohol were investigated and optimized Conditions.Studies on the structure-activity relationship of the substrate also found that the spatial and electronic effects of the substituents on both sides of the carbonyl significantly affect the conversion rate of the substrate and the enantiomeric excess of the product.Under the appropriate conditions acetophenone Of the conversion rate of up to 100%, the product (S) -1-phenyl ethanol enantiomeric excess greater than 99.0%. Propiophenone, p-methyl acetophenone and p-chloroacetophenone and other aromatic ketone conversion rate reached Moderate, but the maximum enantiomeric excess of (S) -1-aryl alcohol was greater than 99.0%.