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Multi-Component Synthesis of a Buta-1,3-diene-Linked Covalent Organic Framework

Yan Su, Bo Li, Hong Xu, Chuangye Lu, Shengdong Wang, Bin Chen, Zaoming Wang, Weitao Wang, Ken‐ichi Otake, Susumu Kitagawa, Liangbin Huang, Cheng Gu

2022Journal of the American Chemical Society168 citationsDOI

Abstract

We report a multi-component synthetic strategy on a two-dimensional crystalline covalent organic framework (COF) by connecting acetonitrile with aromatic aldehyde and acetaldehyde moieties to form an unprecedented cyano-substituted buta-1,3-diene linkage. Different from most of the COFs that were crystallized from the condensations from two components, the presented COF is generated from two competitive and reversible reactions among three moieties. The buta-1,3-diene COF exhibits remarkable photoactivity with a low exciton binding energy of 44.4 ± 1.5 meV for promoted charge separation, which enables the buta-1,3-diene-linked COF as an efficient photocatalyst for various aerobic oxidation reactions under visible light. Our multi-component synthesis strategy may provide new sights for synthesizing COFs with structural diversity and functional variability that are hard to achieve by traditional COF synthesis.

Topics & Concepts

ChemistryCovalent bondDieneAldehydeCovalent organic frameworkAcetonitrileComponent (thermodynamics)Dynamic covalent chemistryOrganic synthesisPhotochemistryCombinatorial chemistryMoleculeOrganic chemistryPolymer chemistryCatalysisNatural rubberSupramolecular chemistryPhysicsThermodynamicsCovalent Organic Framework ApplicationsAdvanced Photocatalysis TechniquesMetal-Organic Frameworks: Synthesis and Applications