Synthesis and Properties of Pyridine-Fused Triazolylidene–Palladium: Catalyst for Cross-Coupling Using Chloroarenes and Nitroarenes

The synthesis and catalytic activity of pyridine-fused triazolylidene as a novel abnormal N-heterocyclic carbene (aNHC) ligand is described. The evaluation of physical properties using X-ray crystallographic analysis and infrared spectroscopy revealed that these triazolylidenes have a high electron-...

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Veröffentlicht in:Journal of organic chemistry 2022-09, Vol.87 (17), p.11909-11918
Hauptverfasser: Iizumi, Keiichiro, Nakayama, Keito P., Kato, Kenta, Muto, Kei, Yamaguchi, Junichiro
Format: Artikel
Sprache:eng
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Zusammenfassung:The synthesis and catalytic activity of pyridine-fused triazolylidene as a novel abnormal N-heterocyclic carbene (aNHC) ligand is described. The evaluation of physical properties using X-ray crystallographic analysis and infrared spectroscopy revealed that these triazolylidenes have a high electron-donating ability toward the metal center. The application of this triazolylidene to the palladium-catalyzed cross-coupling of chloroarenes and nitroarenes with arylboronic acids showcased its ability to activate C–Cl and C–NO2 bonds.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c01562