Araştırma Makalesi

Synthesis and Catalytic Properties of Palladium Complex with Histamine Scaffold

Cilt: 20 Sayı: 3 30 Eylül 2024
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Synthesis and Catalytic Properties of Palladium Complex with Histamine Scaffold

Öz

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.

Anahtar Kelimeler

Destekleyen Kurum

Ege üniversitesi BAP birimi

Proje Numarası

22224

Etik Beyan

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

Teşekkür

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

Kaynakça

  1. [1]. Alonso, F, Beletskaya, IP, Yus, M. 2008. Non-conventional methodologies for transition-metal catalysed carbon–carbon coupling: a critical overview. Part 2: The Suzuki reaction. Tetrahedron; 64: 3047.
  2. [2]. Knappke, CEI, Jacobi von Wangelin, A. 2011. 35 years of palladium-catalyzed cross-coupling with Grignard reagents: how far have we come?. Chemical Society Reviews; 40: 4948.
  3. [3]. Jana, R, Pathak, TP, Sigman, MS. 2011. Advances in Transition Metal (Pd,Ni,Fe)-Catalyzed Cross-Coupling Reactions Using Alkyl-organometallics as Reaction Partners. Chemical Reviews; 111: 1417.
  4. [4]. Nicolaou, KC, Bulger, PG, Sarlah, D. 2005. Palladium-Catalyzed Cross-Coupling Reactions in Total Synthesis. Angewandte Chemie International Edition; 44: 4442–4489.
  5. [5]. Corbet, JP, Mignani, G. 2006. Selected Patented Cross-Coupling Reaction Technologies. Chemical Reviews; 106: 26512710.
  6. [6]. Levin, E, Ivry, E, Diesendruck, CE, Lemcoff, NG. 2015. Water in N-Heterocyclic Carbene-Assisted Catalysis. Chemical Reviews; 115: 4607.
  7. [7]. Yin, L, Liebscher, J. 2007. Carbon−Carbon Coupling Reactions Catalyzed by Heterogeneous Palladium Catalysts. Chemical Reviews; 107: 133–137.
  8. [8]. Beletskaya, IP, Alonso, F, Tyurin, V. 2019. The Suzuki-Miyaura reaction after the Nobel prize. Coordination Chemistry Reviews; 385: 137–173.

Ayrıntılar

Birincil Dil

İngilizce

Konular

Kataliz ve Reaksiyon Mekanizmaları

Bölüm

Araştırma Makalesi

Yayımlanma Tarihi

30 Eylül 2024

Gönderilme Tarihi

9 Temmuz 2024

Kabul Tarihi

29 Ağustos 2024

Yayımlandığı Sayı

Yıl 2024 Cilt: 20 Sayı: 3

Kaynak Göster

APA
Çakır, S., & Türkmen, H. (2024). Synthesis and Catalytic Properties of Palladium Complex with Histamine Scaffold. Celal Bayar University Journal of Science, 20(3), 40-46. https://doi.org/10.18466/cbayarfbe.1513027
AMA
1.Çakır S, Türkmen H. Synthesis and Catalytic Properties of Palladium Complex with Histamine Scaffold. Celal Bayar University Journal of Science. 2024;20(3):40-46. doi:10.18466/cbayarfbe.1513027
Chicago
Çakır, Sinem, ve Hayati Türkmen. 2024. “Synthesis and Catalytic Properties of Palladium Complex with Histamine Scaffold”. Celal Bayar University Journal of Science 20 (3): 40-46. https://doi.org/10.18466/cbayarfbe.1513027.
EndNote
Çakır S, Türkmen H (01 Eylül 2024) Synthesis and Catalytic Properties of Palladium Complex with Histamine Scaffold. Celal Bayar University Journal of Science 20 3 40–46.
IEEE
[1]S. Çakır ve H. Türkmen, “Synthesis and Catalytic Properties of Palladium Complex with Histamine Scaffold”, Celal Bayar University Journal of Science, c. 20, sy 3, ss. 40–46, Eyl. 2024, doi: 10.18466/cbayarfbe.1513027.
ISNAD
Çakır, Sinem - Türkmen, Hayati. “Synthesis and Catalytic Properties of Palladium Complex with Histamine Scaffold”. Celal Bayar University Journal of Science 20/3 (01 Eylül 2024): 40-46. https://doi.org/10.18466/cbayarfbe.1513027.
JAMA
1.Çakır S, Türkmen H. Synthesis and Catalytic Properties of Palladium Complex with Histamine Scaffold. Celal Bayar University Journal of Science. 2024;20:40–46.
MLA
Çakır, Sinem, ve Hayati Türkmen. “Synthesis and Catalytic Properties of Palladium Complex with Histamine Scaffold”. Celal Bayar University Journal of Science, c. 20, sy 3, Eylül 2024, ss. 40-46, doi:10.18466/cbayarfbe.1513027.
Vancouver
1.Sinem Çakır, Hayati Türkmen. Synthesis and Catalytic Properties of Palladium Complex with Histamine Scaffold. Celal Bayar University Journal of Science. 01 Eylül 2024;20(3):40-6. doi:10.18466/cbayarfbe.1513027