Synthesis, characterization and catalytic evaluation of three new Pd-iminophosphine complexes on Suzuki cross-coupling reactions

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Journal of Chemical Sciences Pub Date : 2024-06-14 DOI:10.1007/s12039-024-02284-4

Özle Özay, Hakan Ünver

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引用次数: 0

Abstract

Three new palladium(II)-iminophosphine complexes, [Pd(L1)(Cl)₂] C1, [Pd(L2)(Cl)₂] C2 and [Pd(L3)(Cl)₂] C3 have been synthesized and successfully characterized by using ¹H-NMR, ¹³C-NMR, ³¹P-NMR, UV–Vis, FT-IR and magnetic susceptibility techniques. Catalytic activities of complexes towards Suzuki–Miyaura C–C coupling reactions between phenylboronic acid and several aryl halides were investigated under several reaction conditions (solvent, temperature, base, reaction time, and type of substrate). Under optimum conditions, achieving high yields of up to 99% was possible. When 1-bromo-4-nitrobenzene was used for complex C1, bromobenzene for complex C2, and bromobenzene for complex C3, product yields of 99, 99, and 98% were achieved, respectively.

Graphical abstract

Three new palladium complexes bearing iminophosphine ligands was synthesized and successfully characterized. Catalytic activities of the synthesized complexes were investigated on Suzuki–Myaura type coupling reaction between phenylboronic acid and several aryl halides. All complexes exhibited good catalytic activities on C–C coupling reactions up to 99% product formations under mild conditions.

Abstract Image

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三种新型 Pd-iminophosphine 复合物在铃木交叉偶联反应中的合成、表征和催化评估

通过使用 1H-NMR、13C-NMR、31P-NMR、UV-Vis、FT-IR 和磁感应强度技术，成功合成并表征了三种新的钯(II)-亚氨基膦配合物：[Pd(L1)(Cl)2] C1、[Pd(L2)(Cl)2] C2 和 [Pd(L3)(Cl)2] C3。在多种反应条件（溶剂、温度、碱、反应时间和底物类型）下，研究了配合物对苯硼酸和几种芳基卤化物之间的 Suzuki-Miyaura C-C 偶联反应的催化活性。在最佳条件下，可获得高达 99% 的高产率。当络合物 C1 使用 1-溴-4-硝基苯、络合物 C2 使用溴苯、络合物 C3 使用溴苯时，产物收率分别达到 99%、99% 和 98%。研究了合成的配合物在苯硼酸与几种芳基卤化物的铃木-苗浦型偶联反应中的催化活性。在温和的条件下，所有配合物在 C-C 偶联反应中都表现出良好的催化活性，产物生成率高达 99%。

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来源期刊

Journal of Chemical Sciences CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

3.10

自引率

5.90%

发文量

107

审稿时长

1 months

期刊介绍： Journal of Chemical Sciences is a monthly journal published by the Indian Academy of Sciences. It formed part of the original Proceedings of the Indian Academy of Sciences – Part A, started by the Nobel Laureate Prof C V Raman in 1934, that was split in 1978 into three separate journals. It was renamed as Journal of Chemical Sciences in 2004. The journal publishes original research articles and rapid communications, covering all areas of chemical sciences. A significant feature of the journal is its special issues, brought out from time to time, devoted to conference symposia/proceedings in frontier areas of the subject, held not only in India but also in other countries.