Silver and ruthenium complexes with anthracene functionalized N-heterocyclic carbene ligands: catalytic and cytotoxicity properties

IF 1.6 4区化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR

Transition Metal Chemistry Pub Date : 2024-06-24 DOI:10.1007/s11243-024-00590-x

Mert Olgun Karataş, Ünzile Keleştemur, Akın Mumcu, Namık Özdemir, Ali Erdoğan, Hasan Küçükbay

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引用次数: 0

Abstract

In this study, we have synthesized two Ag (2a and 2b) and two Ru (3a and 3b) complexes with anthracene substituted N-heterocyclic carbene (NHC) ligands. Ag‒NHC complexes have been synthesized by the interaction of corresponding benzimidazolium chloride and Ag₂O. Ru‒NHC complexes have been synthesized by the transmetalation reaction between corresponding Ag‒NHC and [RuCl₂(p-cymene)]₂ dimer. The synthesized complexes have been characterized by elemental analysis, NMR (¹H and ¹³C NMR), and mass (high resolution mass spectroscopy, HRMS) spectroscopic techniques. In order to assess the catalytic potential of the Ru‒NHC complexes, we have conducted experiments involving the hydrosilylation of terminal alkynes. Both complexes have exhibited a moderate level of catalytic activity, achieving conversions ranging from 70 to 90%, along with a substantial β-(Z) selectivity within the range of 80–90%. Furthermore, we have also subjected the benzimidazolium chlorides (1a and 1b), Ag‒NHCs and Ru‒NHCs to cytotoxicity testing using human breast cancer cells (MCF-7) and human colorectal cancer cells (Caco-2). The results of these assays have demonstrated that all compounds strongly inhibit the proliferation of both cell lines.

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具有蒽功能化 N-杂环碳配体的银和钌配合物：催化和细胞毒性特性

在这项研究中，我们合成了两个 Ag（2a 和 2b）和两个 Ru（3a 和 3b）与蒽取代的 N-杂环碳化物（NHC）配体的配合物。Ag-NHC 复合物是通过相应的苯并咪唑氯化物和 Ag2O 的相互作用合成的。Ru-NHC 复合物是通过相应的 Ag-NHC 和 [RuCl2(p-cymene)]2二聚体之间的反金属化反应合成的。合成的配合物通过元素分析、核磁共振（1H 和 13C NMR）和质谱（高分辨质谱，HRMS）光谱技术进行了表征。为了评估 Ru-NHC 复合物的催化潜力，我们进行了末端炔烃的氢硅烷化实验。这两种配合物均表现出中等水平的催化活性，转化率在 70% 到 90% 之间，β-(Z) 选择性在 80% 到 90% 之间。此外，我们还使用人类乳腺癌细胞（MCF-7）和人类结直肠癌细胞（Caco-2）对苯并咪唑氯化物（1a 和 1b）、Ag-NHCs 和 Ru-NHCs 进行了细胞毒性测试。检测结果表明，所有化合物都能强烈抑制这两种细胞系的增殖。

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来源期刊

Transition Metal Chemistry 化学-无机化学与核化学

CiteScore

3.60

自引率

0.00%

发文量

审稿时长

1.3 months

期刊介绍： Transition Metal Chemistry is an international journal designed to deal with all aspects of the subject embodied in the title: the preparation of transition metal-based molecular compounds of all kinds (including complexes of the Group 12 elements), their structural, physical, kinetic, catalytic and biological properties, their use in chemical synthesis as well as their application in the widest context, their role in naturally occurring systems etc. Manuscripts submitted to the journal should be of broad appeal to the readership and for this reason, papers which are confined to more specialised studies such as the measurement of solution phase equilibria or thermal decomposition studies, or papers which include extensive material on f-block elements, or papers dealing with non-molecular materials, will not normally be considered for publication. Work describing new ligands or coordination geometries must provide sufficient evidence for the confident assignment of structural formulae; this will usually take the form of one or more X-ray crystal structures.