Palladium/N-Heterocyclic Carbene-Decorated Covalent Organic Framework for Suzuki–Miyaura and Mizoroki–Heck Cross-Coupling

Recently, significant breakthroughs have been achieved in covalent organic frameworks (COF) as well-defined porous materials for palladium catalysis. However, the development of modular frameworks decorated with readily available and strongly σ-donating N-heterocyclic ligands is unexplored. In this study, we report a novel modular Pd-NHC/COF framework, where the active palladium species is incorporated into a covalent organic framework (COF) through readily accessible benzimidazolium. The Pd-NHC/COF system promotes the Suzuki-Miyaura and Mizoroki-Heck C-C cross-coupling as a highly active reusable catalyst. Excellent catalytic efficiency and high <i>Z</i>/<i>E</i> selectivity have been achieved for the construction of biaryls and stilbenes using this Pd-NHC/COF catalytic system.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-05-02
DOI
https://doi.org/10.1021/acs.joc.5c00419
Citations
4
Primary Topic
Covalent Organic Framework Applications
Type
article
Field-Weighted Citation Impact
2.07

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article

Palladium/N-Heterocyclic Carbene-Decorated Covalent Organic Framework for Suzuki–Miyaura and Mizoroki–Heck Cross-Coupling

Xiaogang Wang, Michal Szostak, Lili Wang, Jiayu Li
4 citations
The Journal of Organic Chemistry
Covalent Organic Framework Applications
2.07
article

Palladium/N-Heterocyclic Carbene-Decorated Covalent Organic Framework for Suzuki–Miyaura and Mizoroki–Heck Cross-Coupling

Xiaogang Wang, Michal Szostak, Lili Wang, Jiayu Li
article en
4 citations

Abstract

Recently, significant breakthroughs have been achieved in covalent organic frameworks (COF) as well-defined porous materials for palladium catalysis. However, the development of modular frameworks decorated with readily available and strongly σ-donating N-heterocyclic ligands is unexplored. In this study, we report a novel modular Pd-NHC/COF framework, where the active palladium species is incorporated into a covalent organic framework (COF) through readily accessible benzimidazolium. The Pd-NHC/COF system promotes the Suzuki-Miyaura and Mizoroki-Heck C-C cross-coupling as a highly active reusable catalyst. Excellent catalytic efficiency and high <i>Z</i>/<i>E</i> selectivity have been achieved for the construction of biaryls and stilbenes using this Pd-NHC/COF catalytic system.

The Journal of Organic ChemistryVol. 90(19)
Rutgers, The State University of New Jersey (US), Shangluo University (CN), Mineral Resources (AU)
Natural Science Foundation of Shaanxi Province
Openalex Percentile: Top 14%
Covalent Organic Framework Applications
2.07
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Palladium/N-Heterocyclic Carbene-Decorated Covalent Organic Framework for Suzuki–Miyaura and Mizoroki–Heck Cross-Coupling — Xiaogang Wang, Michal Szostak, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS