Task-Specific Design of a Porous Aromatic Framework as an Ultrastable Platform for Enantioselective Organocatalysis

被引:0
|
作者
Liu, Kun [1 ]
Chen, Peng [1 ]
Chen, Fan [1 ]
Sun, Fuxing [2 ]
Lv, Pei [3 ]
Shi, Jianghuan [3 ]
Jiang, Yi-Jun [1 ]
机构
[1] Ningbo Univ, Sch Mat Sci & Chem Engn, Inst Mass Spectrometry, Key Lab Adv Mass Spectrometry & Mol Anal Zhejiang, Ningbo 315211, Zhejiang, Peoples R China
[2] Jilin Univ, Coll Chem, State Key Lab Inorgan Synth & Preparat Chem, 2699 Qianjin St, Changchun 130012, Peoples R China
[3] Ningbo Inspect & Testing Ctr New Mat, Ningbo Inst Measurement & Testing, Ningbo 315048, Peoples R China
关键词
Porous aromatic frameworks; Proline-type catalyst; Heterogeneous catalyst; Enantioselective organocatalysis; Aldol reaction; METAL-ORGANIC FRAMEWORKS; DESULFURIZATION; STABILITY; STORAGE;
D O I
10.1002/chem.202404128
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A hydroxyl-tagged porous aromatic framework PAF-NBU2-OH was task-specifically designed and successfully synthesized targeted toward immobilizing chiral catalysts. Using proline-type compound as model chiral organocatalyst, PAF-NBU2-OH was used as a platform to covalently link proline-type group. The obtained PAF-immobilized organocatalyst PAF-NBU2-OPro featured high chemical stability in different solvents even under very harsh conditions. PAF-NBU2-OPro showed excellent catalytic activity, diastereoselectivity and enantioselectivity with complete and easy recyclability when catalyzing the aldol reaction between p-nitrobenzaldehyde and cyclohexanone, which could undergo at least 30 cycles without any activity, diastereoselectivity or enantioselectivity loss for catalyzing the current reaction.
引用
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页数:7
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