Abstract
Covalent organic frameworks (COFs) are porous materials formed through condensation reactions of organic molecules via the formation of dynamic covalent bonds. Among COFs, those based on imine and β-ketoenamine linkages offer an excellent platform for binding metallic species such as copper to design efficient heterogeneous catalysts. In this work, imine- and β-ketoenamine-based COF materials were modified with catalytic copper sites following a metallation method, which favored the formation of binding amine defects. The obtained copper-metallated COF materials were tested as heterogeneous catalysts for 1,3-dipolar cycloaddition reactions, resulting in high yields and recyclability.
Highlights
Covalent organic frameworks (COFs) are porous and crystalline materials constructed through reversible condensation reactions between purely organic molecules.[1]
The honeycomb layered TAPB-BTCA and TAPB-TFP COFs were prepared by the condensation of 1,3,5-tris-(4′
The formation of the COF materials was confirmed by solid-state 13C crosspolarization magic angle spinning nuclear magnetic resonance (CP-MAS NMR) (Section S2) and attenuated total reflection
Summary
Covalent organic frameworks (COFs) are porous and crystalline materials constructed through reversible condensation reactions between purely organic molecules.[1]. After the metallation of the bipyridine moieties within the COF with copper(II), the material was found to be catalytically active for the reaction of CO2 insertion into epoxides. Chemical Representation of the Two-Layered COF Materials Studied in this Work, TAPB-TFP and TAPB-BTCA copper(II) as a catalyst without the need of adding a reducing agent in the reaction mixture.[22] Under these conditions, the catalytic Cu(I) species are generated by the oxidation of alcoholic media or alkyne homocoupling. With no evidence of the formation of copper(I) species during catalysis This interesting result pointed toward the possibility of Cu(II) being the catalytically active species for Huisgen reactions within porous frameworks.[23]. The obtained COF materials are catalytically active for 1,3-dipolar cycloaddition reactions, showing both high yields and recyclability
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