Cycloheptyl substituted N-heterocyclic carbene PEPPSI-type palladium complexes with different N-coordinated ligands: Involvement in Suzuki-Miyaura reaction

In the present study, synthesis and catalytic properties of palladium PEPPSI type complexes of cycloheptyl substituted N-heterocyclic carbene ligand were reported. Different N-coordinate ligands including pyridine, imidazole and thiazole derivatives were used to stabilize the complexes. Structures o...

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Bibliographic Details
Published in:Journal of organometallic chemistry 2019-10, Vol.899, p.120906, Article 120906
Main Author: Karataş, Mert Olgun
Format: Article
Language:English
Subjects:
Cycloheptyl
N-heterocyclic carbene
Palladium
Suzuki-Miyaura reaction
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Summary:In the present study, synthesis and catalytic properties of palladium PEPPSI type complexes of cycloheptyl substituted N-heterocyclic carbene ligand were reported. Different N-coordinate ligands including pyridine, imidazole and thiazole derivatives were used to stabilize the complexes. Structures of complexes were established by 1H NMR, 13C NMR, IR spectroscopic methods and elemental analyses. All complexes were applied to Suzuki-Miyaura cross coupling reaction in aqueous media. After the optimization of reaction conditions, all complexes were tested on the cross coupling of five different aryl chloride derivatives and phenylboronic acid. Pyridine containing complex, 3a performed stronger catalytic performance than others. [Display omitted] •Cycloheptyl substituted benzimidazolium salt was synthesized.•PEPPSI type Pd-NHC complexes of this salt were synthesized.•Four different N-coordinated ligands were used.•Catalytic activities of complexes were tested in Suzuki-Miyaura reaction.
ISSN:0022-328X
1872-8561
DOI:10.1016/j.jorganchem.2019.120906