L-脯氨酸修饰的Ru-PPh3/γ-Al2O3催化芳香酮不对称加氢反应  

Asymmetric Hydrogenation of Aromatic Ketones Catalyzed by L-Proline-Modified Ru-PPh_3/γ-Al_2O_3 Catalyst

作　　者：熊伟[1] 刘德蓉[1] 贾云[1] 秦瑞香[1] 邱会东[1] 王金波[1] 李贤均[2] 

机构地区：[1]重庆科技学院化学化工学院,重庆401331 [2]四川大学化学学院有机金属络合催化研究所,绿色化学及技术教育部重点实验室,四川成都610064

出　　处：《催化学报》2011年第7期1275-1279,共5页

基　　金：重庆市科委自然科学基金(CSTC2010BB8280);重庆市教委科学技术研究项目(KJ101410)~~

摘　　要：以L-脯氨酸为修饰剂,研究了膦配体稳定的Ru-PPh3/γ-Al2O3催化剂催化芳香酮不对称加氢反应,考察了不同稳定剂、L-脯氨酸浓度、KOH浓度、反应温度和氢气压力等因素对加氢反应的影响.结果表明,天然手性化合物L-脯氨酸对Ru-PPh3/γ-Al2O3催化剂具有较好的修饰作用,在优化反应条件下,苯乙酮加氢产物(S)-α-苯乙醇对映选择性达59.5%.L-脯氨酸不仅具有手性诱导作用,而且与KOH之间存在协同作用.催化剂循环使用5次,产物对映选择性没有明显下降.The asymmetric hydrogenation of aromatic ketones catalyzed by L-proline-modified Ru-PPh3/γ-Al2O3 was investigated. The ef-fects of reaction conditions on the asymmetric hydrogenation of acetophenone were discussed in detail. The results indicated that natural chiral compound L-proline has a good modification effect on the Ru-PPh3/γ-Al2O3 catalyst. Under the optimum conditions,the conversion of acetophenone was up to 100%,and the enantioselectivity for the formation of（R） -phenyl ethanol was 59.5%. The synergistic effect between L-proline and KOH was observed. The chiral alcohol products could be easily separated by centrifugation. The catalyst was reused several times without remarkable change of enantioselectivity.

关 键 词：L-脯氨酸 芳香酮 不对称加氢 钌 负载型催化剂 

分 类 号：TQ655[化学工程—精细化工]