Construction of Covalent Organic Framework for Catalysis: Pd/COF-LZU1 in Suzuki–Miyaura Coupling Reaction

Abstract

Covalent organic frameworks (COFs) are crystalline porous solids with well-defined two- or three-dimensional molecular structures. Although the structural regularity provides this new type of porous material with high potentials in catalysis, no example has been presented so far. Herein, we report the first application of a new COF material, COF-LZU1, for highly efficient catalysis. The easily prepared imine-linked COF-LZU1 possesses a two-dimensional eclipsed layered-sheet structure, making its incorporation with metal ions feasible. Via a simple post-treatment, a Pd(II)-containing COF, Pd/COF-LZU1, was accordingly synthesized, which showed excellent catalytic activity in catalyzing the Suzuki-Miyaura coupling reaction. The superior utility of Pd/COF-LZU1 in catalysis was elucidated by the broad scope of the reactants and the excellent yields (96-98%) of the reaction products, together with the high stability and easy recyclability of the catalyst. We expect that our approach will further boost research on designing and employing functional COF materials for catalysis.

Self-templated chemically stable hollow spherical covalent organic framework

“…These materials showcase promising applications in the field of gas storage [2][3][4][5] , opto-electronics 6 , catalysis [7][8][9] and sensing 10 because of their crystalline and periodic structure with high surface area and thermal stability. COFs are usually synthesized as microcrystalline powders and their long-range growth is limited in the nano/micro domain due to the internal defects [11][12][13] .…”

Imine-linked conjugated organic polymer bearing bis(imino)pyridine ligands and its catalytic application in C–C coupling reactions

“…3%) occurred at 440 °C in N2 and at 420 °C in air. These results indicate that COP-BIP is more stable than other covalent organic polymers such as triazine-based frameworks (about 410 °C in air) [20], melamine-based polymer (about 400 °C in N2) [8], COF-LZU1 (about 310 °C in N2) [2], and POFs (about 400 °C in N2) [10]. By comparison, a polymer with a N,O,N unit [21], which is different to the N,N,N unit of COP-BIP, is stable at 300 °C in N2.…”

“…The catalyst was evaluated in a SuzukiMiyaura C-C coupling reaction, which is used in homogeneous media for the facile formation of C-C bonds (Table 3) [25]. Under reaction conditions less demanding than that reported in the literature for MOF and COP materials [2], the conversion of p-bromoanisole reached (confirmed by MS) > 99% with a selectivity for p-phenyl anisole of > 99% over the 0.16% Pd catalyst. The turnover number (TON) was calculated as 625, indi- cating that PdCl2/COP-BIP possessed high catalytic activity during the catalysis of the Suzuki-Miyaura coupling reaction.…”

“…Covalent organic polymers are an emerging class of materials with potential applications in areas such as molecular separation, gas sorption, and catalysis [1,2]. The successful design and synthesis of these polymers linked by B-O [3][4][5], C-C [6,7], C-N [8], and C=N [9][10][11][12] bonds have been reported.…”

Investigation of the Electronic and pH-Sensing properties of Hydroxyl-Functionalized Imine-Linked Polymers via the UV-vis Absorption Spectra and the Density Functional Theory (DFT) Calculations

“…As example, ILPs-based polymers such as C3v-POF and Th-POF were synthesized as Cu-and Ir-coordinated polymers and used as catalysts in the hydrogenation and cyclopropanation reactions, while other ILPs were used as Suzuki coupling catalysts [9][10][11]. …”