Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 143, Issue 9, Pages 3430-3438Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.0c12249
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Funding
- BASF
- ERC Starting Grant (project COF Leaf) [639233]
- Deutsche Forschungsgemeinschaft (DFG) [358283783 -SFB 1333]
- Max Planck Society
- Cluster of Excellence e-conversion [EXC2089]
- Center for Nanoscience (CeNS)
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Covalent organic frameworks with amine linkages can be directly accessed using a novel synthetic strategy, enabling further postsynthetic functionalization for increased hydrolytic stability and potential use as heterogeneous catalysts.
Covalent organic frameworks have emerged as a powerful synthetic platform for installing and interconverting dedicated molecular functions on a crystalline polymeric backbone with atomic precision. Here, we present a novel strategy to directly access amine-linked covalent organic frameworks, which serve as a scaffold enabling pore-wall modification and linkage-interconversion by new synthetic methods based on Leuckart-Wallach reduction with formic acid and ammonium formate. Frameworks connected entirely by secondary amine linkages, mixed amine/imine bonds, and partially formylated amine linkages are obtained in a single step from imine-linked frameworks or directly from corresponding linkers in a one-pot crystallization- reduction approach. The new, 2D amine-linked covalent organic frameworks, rPI-3-COF, rTTI-COF, and rPy1P-COF, are obtained with high crystallinity and large surface areas. Secondary amines, installed as reactive sites on the pore wall, enable further postsynthetic functionalization to access tailored covalent organic frameworks, with increased hydrolytic stability, as potential heterogeneous catalysts.
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