Treatment of the imines with palladium(II) acetate in acetic acid yielded the μ-acetate dinuclear complexes , which readily reacted with sodium chloride or bromide to provide μ-halide analogues. The reaction of the latter with nitrogen, phosphorus and oxygen donor nucleophiles yielded new imine palladacycles following the cleavage of the PdX unit. The complexes were fully characterized by microanalysis, H, C and P NMR spectroscopies, as appropriate. The compounds were applied as catalysts in the Suzuki-Miyaura coupling reaction in aqueous and semi-aqueous media.
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http://dx.doi.org/10.3390/molecules27103146 | DOI Listing |
Nat Commun
November 2024
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, China.
Palladium-catalyzed directed C - H functionalization/cyclization is an effective approach for synthesizing nitrogen heterocycles. Imine, known for its ease of installation/removal, has been extensively used in the C-H activation of aldehydes, ketones, and alkylamines. Nevertheless, it has been rarely explored in the C(sp)-H activation of aryl amines because of the generation of a strained four-membered palladacycle.
View Article and Find Full Text PDFACS Cent Sci
October 2024
Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong 999077, P.R. China.
Dalton Trans
June 2024
Departamento de Química Inorgánica, Universidad de Santiago de Compostela, E-15782 Santiago de Compostela, Spain.
Treatment of the Schiff base ligands a-f with Li[PdCl]/NaAcO in methanol under reflux gave the single nuclear palladacycles 1a-1f, with the metal atom bonded to a terdentate monoanionic [C,N,S] iminic ligand and to a chloride ligand that completes the palladium coordination sphere. Reaction of 1a-1c with silver perchlorate/triphenylphosphine in acetone at room temperature yielded the single nuclear complexes 2a-2c as the perchlorate salts, after substitution of the chloride ligand by a triphenylphosphine. However, reaction of a-c with Na[PdCl]/NaAcO in methanol at room temperature also gave compounds 1a-1c albeit contaminated with small amounts of the corresponding free aldehyde (mixture A).
View Article and Find Full Text PDFChem Asian J
November 2023
Department of Chemistry, SRM University AP, Amaravati, Andhra Pradesh, 522502, India.
A palladium-catalyzed denitrogenative transannulation strategy to access various 3-substituted isocoumarin-1-imine frameworks using 1,2,3-benzotriazin-4(3H)-ones and terminal alkynes is described. The reaction is highly regioselective and tolerates a wide range of functional groups. The reaction is believed to proceed via a five-membered palladacycle intermediate extruding environmentally benign molecular nitrogen as a by-product.
View Article and Find Full Text PDFMolecules
March 2023
Department of Inorganic Chemistry, University of Santiago de Compostela, E-15702 Santiago de Compostela, Spain.
Treatment of the double nuclear complex , di-μ-cloro-bis[N-(4-formylbenzylidene)cyclohexylaminato-C6, N]dipalladium, with PhPCHCH)PPh (triphos) and NHPF gave the single nuclear species , 1-N-(cyclohexylamine)-4-N-(formyl)palladium(triphos)(hexafluorophasphate). Reaction of with PhPCHCHNH in refluxing chloroform via a condensation reaction of the amine and formyl groups to produce the C=N double bond, gave , 1-N-(cyclohexylamine)-4- N-(diphenylphosphinoethylamine)palladium(triphos)(hexafluorophasphate); a potentially bidentate [,] metaloligand. However, attempts to coordinate a second metal by treatment of 3a with [PdCl(PhCN)] were to no avail.
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