Copper(II) complex of pentadentate N5 ligand as catalyst for2-aminophenol oxidation

IF 2.7 3区化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR Inorganica Chimica Acta Pub Date : 2024-09-12 DOI:10.1016/j.ica.2024.122372

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Abstract

Exploring the catalytic activity of the copper(II) complex of pentadentate ligand in oxidizing o-aminophenol (OAP) has not been extensively studied. To scrutinize the least explored domain, we synthesized and characterized the copper(II) complex of pentadentate ligand, 3-(bis(pyridin-2-ylmethyl)amino)-N-(quinolin-8-yl)propanamide. Further, the complex was allowed to react with OAP to form 2-aminophenoxazin-3-one (APX) via oxidative coupling reaction, the resultant product is a functional analogue of phenoxazinone synthase (PHS), an active enzyme, relevant to the industrial production of a widely recognized antibiotic called Actinomycin D. Furthermore, kinetic studies were performed to comprehend the path of the reaction which unveiled the formation of the complex-substrate adduct. It is worth noticing that the complex displayed an impressive turnover number of 6.4 × 10⁴ h⁻¹ under atmospheric conditions in methanol. To the best of our knowledge, the present complex is the first copper(II) complex with pentadentate N5 ligand showing PHS mimicking catalytic activity.

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作为 2-氨基苯酚氧化催化剂的五价 N5 配体铜（II）络合物

关于五价配体铜（II）配合物在氧化邻氨基苯酚（OAP）中的催化活性的探索尚未得到广泛研究。为了仔细研究这一研究最少的领域，我们合成并表征了五价配体 3-(双(吡啶-2-基甲基)氨基)-N-(喹啉-8-基)丙酰胺的铜(II)配合物。此外，还进行了动力学研究，以了解反应的路径，从而揭示络合物-底物加合物的形成过程。值得注意的是，在大气条件下，该复合物在甲醇中的转化率高达 6.4 × 104 h-1。据我们所知，本复合物是第一个具有五价 N5 配体的铜（II）复合物，具有模仿 PHS 的催化活性。

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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.