Task‐Specific Design of a Porous Aromatic Framework as an Ultrastable Platform for Enantioselective Organocatalysis
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.
Authors
- Yijun Jiang (ORCID: https://orcid.org/0000-0003-1872-8721)
- Fuxing Sun (ORCID: https://orcid.org/0000-0002-6869-4649)
- Pei Lv (ORCID: https://orcid.org/0000-0002-2654-0561)
- Kun Liu (ORCID: https://orcid.org/0000-0001-5807-0501)
- Peng Chen (ORCID: https://orcid.org/0000-0001-8970-0967)
- Fan Chen (ORCID: https://orcid.org/0009-0008-3766-8246)
- Jianghuan Shi
Institutions
- Ningbo University (CN)
- Jilin University (CN)
- Ningbo Product Quality Supervision and Inspection Institute (CN)
- Ningbo Entry-Exit Inspection And Quarantine Bureau (CN)
- State Key Laboratory of Inorganic Synthesis and Preparative Chemistry
Publication Details
- Journal
- Chemistry - A European Journal
- Published
- 2024-12-03
- DOI
- https://doi.org/10.1002/chem.202404128
- Citations
- 1
- Primary Topic
- Covalent Organic Framework Applications
- Type
- article
- Field-Weighted Citation Impact
- 0.12
Funders
- Natural Science Foundation of Ningbo
- Natural Science Foundation of Zhejiang Province