A triazine functionalized porous organic polymer: excellent CO2 storage material and support for designing Pd nanocatalyst for C–C cross-coupling reactions†
One-pot bottom-up synthesis involving extended aromatic electrophilic substitution on to a pyrrole has been employed for the design of a novel triazine-functionalized porphyrin-based porous organic polymer, TPOP-1. Hydrothermal treatment of 4,4′,4′′-(1,3,5-triazine-2,4,6-triyl)tris(oxy)tribenzaldehyde and pyrrole in glacial acetic acid in the presence of FeCl3 leads to the formation of TPOP-1, which is a highly porous and robust material, and which exhibits a high surface area and bimodal pore sizes ranging from large micropores to mesopores. The presence of porphyrin and triazine functionality within the network structure enables formation of electron-donating basic N-sites at the surface of the porous organic framework and thus favors the adsorption of Lewis acidic CO2 molecules and decoration of the material by palladium nanoparticles at its surface to form Pd-TPOP-1. TPOP-1 showed good CO2 storage capacity (6.2 mmol g−1 or 27.3 wt% at 3 bar/273 K), suggesting its potential application in environmental clean-up. Moreover, this post Pd-functionalized material forms fine colloidal suspensions in organic solvent and exhibits high catalytic activity for Sonogashira cross-coupling of aryl halides with aryl alkynes under mild reaction conditions.