Synthesis and Catalytic Properties of Palladium Complex with Histamine Scaffold

Year 2024, Volume: 20 Issue: 3, 40 - 46, 30.09.2024

Sinem Çakır , Hayati Türkmen

https://doi.org/10.18466/cbayarfbe.1513027

Abstract

In catalytic transformations, electronic s-donor properties are signifcantly affected by the presence of the heterocyclic skeleton Among heterocyclic skeletons, imidazole is among the most preferred in catalyst chemistry. In addition, the application of palladium complexes in sp2-sp2 carbon-carbon bond formation reactions has been successful. For this purpose, in the study, palladium complex carrying histamine moiety was systematically prepared to catalyze the Suzuki-Miyaura cross coupling reaction of bromobenzene with arylboronic acids to form biaryls in the presence of NaOH as base. All synthesized compound and palladium complex were fully characterized by Fourier Transform Infrared (FTIR) and 1H- and 13C-NMR spectroscopies. As a result of the investigation of the optimum conditions for the Suzuki-Miyaura cross coupling reaction, was determined that it was 30 minute, 82°C, NaOH as the base, and IPA-H2O as the solvent. The presence of the bulky ditertbutyldicarbonate group, which is connected via the N atoms of the histamine skeleton in the structure, and the binding of Pd metal were determined by blanck test experiments to show that it affects the catalytic activity. As a result of the catalytic experiments, it was determined that the synthesized palladium complex was moderately effective in the Suzuki-Miyaura cross-coupling reaction.

Keywords

Palladium, Ionic liquid, Catalysis

Ethical Statement

There are no ethical issues regarding the publication of this study.

Supporting Institution

Ege üniversitesi BAP birimi

Project Number

22224

Thanks

Financial support from Ege University (Project 22224) is gratefully acknowledged.

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