Synthesis, characterization and catalytic study of Schiff base copper(I) complexes for CC and CN coupling reactions

IF 2.7 3区化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR Inorganica Chimica Acta Pub Date : 2024-10-29 DOI:10.1016/j.ica.2024.122420

Ashwini S. Patil, Sanjay S. Chavan

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Abstract

Mixed ligand copper(I) complexes of the formula [Cu(L)(PPh₃)₂]X [(where L=(E)-1-(4-nitrophenyl)-N-(quinolin-8-yl)methanimine, X = BF₄ (1), ClO₄ (2), PF₆ (3), NO₃ (4)] were prepared by the reaction of (E)-1-(4-nitrophenyl)-N-(quinolin-8-yl)methanimine with [Cu(CH₃CN)₂(PPh₃)₂]X and characterized by elemental analyses, FTIR, UV–Visible, ¹H NMR and ¹³C NMR spectral studies. A single crystal X-ray diffraction study of the representative complex [Cu(L)(PPh₃)₂]BF₄ (1) reveals that the copper(I) center is four-coordinate in a distorted tetrahedral geometry, within a monoclinic crystal system. Electrochemical studies of complexes 1–4 revealed quasireversible redox behavior corresponding to the Cu(I)/Cu(II) couple. Room temperature luminescence is observed for all four complexes. All the prepared copper(I) complexes were utilized for the Sonogashira-type CC and Buchwald-type CN coupling reactions and are found to be efficiently catalyze CC and CN coupling reactions.

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用于 CC 和 CN 偶联反应的希夫碱铜(I)配合物的合成、表征和催化研究

式[Cu(L)(PPh3)2]X[（其中 L=(E)-1-(4-硝基苯基)-N-(喹啉-8-基)甲亚胺，X = BF4 (1)，ClO4 (2)，PF6 (3)、(E)-1-(4- 硝基苯基)-N-(喹啉-8-基)甲亚胺与 [Cu(CH3CN)2(PPh3)2]X 反应制备了 (E)-1-(4- 硝基苯基)-N-(喹啉-8-基)甲亚胺，并通过元素分析、傅立叶变换红外光谱、紫外可见光谱、1H NMR 和 13C NMR 光谱研究对其进行了表征。对代表性复合物 [Cu(L)(PPh3)2]BF4 (1) 的单晶 X 射线衍射研究表明，铜（I）中心在单斜晶系中为四配位，呈扭曲的四面体几何形状。对复合物 1-4 的电化学研究表明，其具有与 Cu(I)/Cu(II) 对偶相对应的类逆转氧化还原行为。所有四种配合物都能在室温下发光。所有制备的铜（I）配合物都被用于 Sonogashira 型 CC 和 Buchwald 型 CN 偶联反应，并被发现能有效催化 CC 和 CN 偶联反应。

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来源期刊

Inorganica Chimica Acta 化学-无机化学与核化学

CiteScore

6.00

自引率

3.60%

发文量

440

审稿时长

35 days

期刊介绍： Inorganica Chimica Acta is an established international forum for all aspects of advanced Inorganic Chemistry. Original papers of high scientific level and interest are published in the form of Articles and Reviews. Topics covered include: • chemistry of the main group elements and the d- and f-block metals, including the synthesis, characterization and reactivity of coordination, organometallic, biomimetic, supramolecular coordination compounds, including associated computational studies; • synthesis, physico-chemical properties, applications of molecule-based nano-scaled clusters and nanomaterials designed using the principles of coordination chemistry, as well as coordination polymers (CPs), metal-organic frameworks (MOFs), metal-organic polyhedra (MPOs); • reaction mechanisms and physico-chemical investigations computational studies of metalloenzymes and their models; • applications of inorganic compounds, metallodrugs and molecule-based materials. Papers composed primarily of structural reports will typically not be considered for publication.