芳香胺连接臂负载L-脯氨酸的制备及对不对称Aldol反应的催化性能  

Synthesis of Supported L-proline Catalysts with Aromatic Amine Linker and Their Catalytic Properties for Asymmetric Aldol Reaction

作　　者：王晶[1] 崔元臣[1,2] 

机构地区：[1]河南大学化学化工学院,河南开封475004 [2]河南大学纳米材料工程研究中心,河南开封475004

出　　处：《河南大学学报（自然科学版）》2017年第3期337-343,共7页Journal of Henan University:Natural Science

基　　金：河南省自然科学基金项目(1523004948826)

摘　　要：合成了多种芳香胺为连接臂的Merrifield树脂负载L-脯氨酸催化剂,对比连接臂对其催化性能的影响,筛选出催化性能最好的催化剂,优化了最优溶剂用量并探讨了其底物适用性能和重复使用性能.结果表明:对苯二胺对Aldol反应表现出较好的催化效果,而当连接臂中引入磺酰胺基时,表现出更为突出的催化性能.在水相中,仅需1%的催化剂用量,产率可达62%,dr值和ee值分别高达18∶82和98%,具有一定的底物适用性能,能催化多种酮与多种醛的不对称Aldol反应,且催化剂重复使用4次,产物的立体选择性没有明显降低,具有较好的重复使用性能.A series of loaded type chiral catalysts were prepared using varied aromatic diamines as the linkers. The as-preparated catalysts were applied to catalyze the asymmetric Aldol reaction. Results show that p-phenylene diamine exhibits better catalytic performances than the partner with longer linker for asymmetric aldol reaction. But catalyst containing sulfonamide base linker shows the most excellent catalytic performances. Only requiring 1 % of the catalyst in presence of traces of water, the asymmetric Aldol reaction between p-nitrobenzaldehyde and cyclohexanone can get good enantioselectivity of 98% ee, diastereoselectivity of 18 ： 82 and yields of 62% . This catalyst possesses wide substrate applicability for asymmetry Aldol reaction, which catalyze a kind of ketones react with varied aromatic aldehydes. Moreover, after recycled for 4 times, the catalyst still keeps a good stereoselectivity.

关 键 词：芳香胺 连接臂 L-脯氨酸 负载型催化剂 ALDOL反应 

分 类 号：O633.223[理学—高分子化学]