Recently, the development of heterogeneous nanocatalytic systems using solid supports has been gaining importance due to some advantages such as easy handling, high thermal stability, high efficiency, reusability, and so on. Therefore, the design of catalyst supports for the preparation of stable heterogeneous catalytic systems is of great importance. In this work, Schiff base-modified ZnO particles have been developed (ZnO-Scb) as a novel support. A heterogeneous nanocatalyst system has then been prepared by immobilizing palladium nanoparticles (Pd NPs) on the ZnO-Scb surface as the support. The resulting palladium nanocatalyst (Pd-ZnO-Scb) structure has been characterized by different analytical techniques (FT-IR, XRD, TEM, FE-SEM, elemental mapping and EDS) and used to catalyze the Heck coupling reactions and 4-nitrophenol (4-NP) reduction. Test results revealed that Pd-ZnO-Scb could effectively couple various aryl halides with styrene in yields of up to 98% in short reaction times. Pd-ZnO-Scb was also efficiently used in the complete 4-NP reduction within 135 s at room temperature. Additionally, it was found that Pd-ZnO-Scb was more effective than other reported catalysts in the Heck coupling reaction. Moreover, the recycling tests indicated that Pd-ZnO-Scb could be easily isolated from the reaction medium and reused in seven consecutive catalytic runs while retaining its nanostructure.
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http://dx.doi.org/10.1038/s41598-023-38898-w | DOI Listing |
Nat Commun
January 2025
College of Chemistry and Life Science, Advanced Institute of Materials Science, Changchun University of Technology, Changchun, P. R. China.
The enantioselective domino Heck/cross-coupling has emerged as a powerful tool in modern chemical synthesis for decades. Despite significant progress in relative rigid skeleton substrates, the implementation of asymmetric Heck/cross-coupling cascades of highly flexible haloalkene substrates remains a challenging and and long-standing goal. Here we report an efficient asymmetric domino Heck/Tsuji-Trost reaction of highly flexible vinylic halides with 1,3-dienes enabled by palladium catalysis.
View Article and Find Full Text PDFCarbohydr Res
January 2025
Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia, Iran. Electronic address:
The Heck reaction is one of the most well-known C-C (carbon-carbon) coupling reactions and was identified with the Nobel Prize in Chemistry in 2010. These reactions have been broadly utilized to prepare a different spectrum of heterocycles with applications in agrochemical and pharmaceutical industries. These reactions are commonly catalyzed by palladium due to its tolerance and expansive variousness of functional groups, which bears a remarkable power in creating C-C bonds.
View Article and Find Full Text PDFMolecules
December 2024
Department of Molecular and Analytical Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary.
Bimetallic PdCu nanoparticles with different Pd:Cu ratios and morphologies can be synthesized and immobilized on a variety of support materials. Accordingly, PdCu nanoparticles can be efficiently applied as heterogeneous catalysts in a large number of organic transformations including C-C coupling and cross-coupling reactions. As related to their favorable electronic and structural interactions, the catalytic performances of PdCu bimetallic nanoparticles may be superior to monometallic species.
View Article and Find Full Text PDFChem Commun (Camb)
January 2025
Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow, Uttar Pradesh 226031, India.
Biaryl motifs are essential structural features in several drugs and functional molecules. Cyclic diaryliodonium has been scarcely explored as a bifunctional agent compared to ring opening and annulation reactions. Herein, a three-component cascade approach is developed to synthesize bifunctionalized biaryls employing cyclic diaryliodoniums as a biarylating agent.
View Article and Find Full Text PDFOrg Lett
January 2025
School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002, China.
We present a tandem aza-Heck/Suzuki cross-coupling reaction of -phenyl hydroxamic ethers with readily available arylboronic and alkenyl boronic acids. This protocol is enabled by a palladium catalyst paired with chiral phosphoramidite ligands, particularly under mild reaction conditions, yielding efficient and succinct synthetic routes to chiral isoindolinones with high enantioselectivity. Furthermore, this reaction exhibits excellent functional group compatibility and a rich diversity of subsequent transformations.
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