Recent Advances in Palladium‐Catalyzed Cross‐Coupling Reactions at ppm to ppb Molar Catalyst Loadings

The development of nanoparticle–polymer-hybrid-based heterogeneous catalysts with high reactivity and good recyclability is highly desired for their applications in the chemical and pharmaceutical industries. Herein, we have developed a novel synthetic strategy by choosing a predesigned metal-anchored building block for in situ generation of metal (Pd) nanoparticles in the stable, porous, and crystalline covalent organic framework (COF), without using conventional reducing agents. In situ generation of Pd nanoparticles in the COF skeleton is explicitly confirmed from PXRD, XPS, TEM images, and 15N NMR spectral analysis. This hybrid material is found to be an excellent reusable heterogeneous catalyst for the synthesis of biologically and pharmaceutically important 2-substituted benzofurans from 2-bromophenols and terminal alkynes via a tandem process with the turnover number up to 1101. The heterogeneity of the catalytic process is unambiguously verified by a mercury poisoning experiment and leaching test....

Predesigned Metal-Anchored Building Block for In Situ Generation of Pd Nanoparticles in Porous Covalent Organic Framework: Application in Heterogeneous Tandem Catalysis

Pd@HNTs-CDNS-g-C3N4: A novel heterogeneous catalyst for promoting ligand and copper-free Sonogashira and Heck coupling reactions, benefits from halloysite and cyclodextrin chemistry and g-C3N4 contribution to suppress Pd leaching.

Using air as the oxidant instead of the traditionally employed persulfates, the smaller and more uniform Pd nanoparticles (around 2 nm) supported on polyaniline (Pd@PANI) can be easily fabricated by the oxidation-polymerization of aniline with PdCl2. This material is an efficient and environmentally friendly catalyst for Heck reactions due to its recyclability, low loading, and ligand-free and mild reaction conditions. It was even tolerant to sulfur-containing substrates. This work reports the Pd@PANI-catalyzed Heck reactions with very wide substrate scopes, and discloses the catalytic mechanisms based on experimental findings and results of catalyst analysis and characterization.

Heck Reactions Catalyzed by Ultrasmall and Uniform Pd Nanoparticles Supported on Polyaniline.

Pd nanoparticles immobilized on the poly-dopamine decorated halloysite nanotubes hybridized with N-doped porous carbon monolayer: A versatile catalyst for promoting Pd catalyzed reactions

One-pot synthesis of 2-substituted benzo[b]furans via Pd–tetraphosphine catalyzed coupling of 2-halophenols with alkynes

https://www.rsc.org/suppdata/cy/c3/c3cy00831b/c3cy00831b.pdf

Zhi-jie Jiang

Papers

One-pot synthesis of 2-substituted benzo[b]furans via Pd–tetraphosphine catalyzed coupling of 2-halophenols with alkynes

Pd/tetraphosphine catalytic system for Cu-free Sonogashira reaction “on water”

N,N,N′,N′-tetra(diphenylphosphinomethyl)pyridine-2,6-diamine/palladium catalyzed Suzuki–Miyaura coupling of aryl and heteroaryl halides

Palladium‐Catalyzed Domino Mizoroki–Heck/Intermolecular C(sp3)–H Activation Sequence: An Approach to the Formation of C(sp3)–C(sp3) Bonds

A Simple and Efficient Access to Naphtho[b]furans by Claisen Rearrangement/Cyclization of Bromonaphthyl 3‐Phenylallyl Ethers