Wenhuan Dong,Li Zhang,Chenhuan Wang,Cheng Feng,Ningzhao Shang,Shutao Gao,Chun Wang
A nanoporous carbon (NPC) material was prepared by one-step direct carbonization of a metal–organic framework, MOF-5, without additional carbon precursors. Pd nanoparticles were immobilized on the MOF-5-derived NPC by an impregnation method coupled with subsequent reduction with NaBH4. The prepared catalyst was in-depth characterized by X-ray photoelectron spectroscopy, transmission electron microscopy, scanning electron microscopy, and N2 adsorption. The catalyst was used to catalyze the Suzuki–Miyaura coupling reactions and exhibited high catalytic efficiency with yields ranging from 90% to 99% under mild conditions. The results demonstrated the great application potential of MOF precursor-based metal nanoparticle composites in catalysis.
A Suzuki–Miyaura coupling reaction was performed to synthesize 5,15- meso -bis(2-chlorothiophen-3-yl)porphyrins in order to obtain a building block for further functional porphyrins. Photophysical and electrochemical properties were investigated to understand the effect of 2-chloro substituted thiophenes which are connected at their 3-position to the meso -position of the porphyrin. A computational calculation with counterpoise method was demonstrated to estimate the relative intermolecular interaction in order to compare solubility. Installed chloro atoms at the 2-position of thiophen-3-yl decreased in intermolecular interaction which caused an increase in solubility.
Two novel Pd-loaded heteroatom-linked microporous polymers Pd@NP and Pd@NPO were effectively synthesized by one-pot Pd-catalyzed Heck coupling reactions of tris(4-vinylphenyl)amine with tris(4-bromophenyl)phosphine and tris(4-bromophenyl)phosphine oxide, respectively. The Pd atoms loaded into the networks of the resulting porous polymers originated from the Pd-catalyst used in the polymerization, which was achieved under moderate reaction conditions. Besides the nitrogen atoms, the trivalent phosphorus atoms bearing one lone pair of electrons and the pentavalent phosphorus atoms of the phosphoryl groups were used as the linkers for the formation of the frameworks of the porous polymers Pd@NP and Pd@NPO, respectively. The phosphorus atoms with different oxidation states in the networks caused a dramatic variation in the physical and catalytic properties of the as-prepared porous polymers. Pd@NP and Pd@NPO exhibit surface areas of 381 m2 g−1 and 684 m2 g−1, respectively. Both Pd-loaded porous polymers enable efficient Suzuki–Miyaura coupling reactions featuring short reaction times and good yields, with the catalysts being highly stable and easy to recycle. The catalytic activity of Pd@NPO is higher than that of Pd@NP.
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