Thasnim P Mohammed, Sharmi Roy, Muniyandi Sankaralingam
{"title":"作为 2-氨基苯酚氧化催化剂的五价 N5 配体铜(II)络合物","authors":"Thasnim P Mohammed, Sharmi Roy, Muniyandi Sankaralingam","doi":"10.1016/j.ica.2024.122372","DOIUrl":null,"url":null,"abstract":"<div><p>Exploring the catalytic activity of the copper(II) complex of pentadentate ligand in oxidizing <em>o</em>-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)-<em>N</em>-(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 × 10<sup>4</sup> h<sup>−1</sup> 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.</p></div>","PeriodicalId":13599,"journal":{"name":"Inorganica Chimica Acta","volume":"574 ","pages":"Article 122372"},"PeriodicalIF":2.7000,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0020169324004638/pdfft?md5=36a8b4128b39de5f7a96cc38a417b674&pid=1-s2.0-S0020169324004638-main.pdf","citationCount":"0","resultStr":"{\"title\":\"Copper(II) complex of pentadentate N5 ligand as catalyst for2-aminophenol oxidation\",\"authors\":\"Thasnim P Mohammed, Sharmi Roy, Muniyandi Sankaralingam\",\"doi\":\"10.1016/j.ica.2024.122372\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Exploring the catalytic activity of the copper(II) complex of pentadentate ligand in oxidizing <em>o</em>-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)-<em>N</em>-(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 × 10<sup>4</sup> h<sup>−1</sup> 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.</p></div>\",\"PeriodicalId\":13599,\"journal\":{\"name\":\"Inorganica Chimica Acta\",\"volume\":\"574 \",\"pages\":\"Article 122372\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2024-09-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.sciencedirect.com/science/article/pii/S0020169324004638/pdfft?md5=36a8b4128b39de5f7a96cc38a417b674&pid=1-s2.0-S0020169324004638-main.pdf\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Inorganica Chimica Acta\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0020169324004638\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, INORGANIC & NUCLEAR\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Inorganica Chimica Acta","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0020169324004638","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
Copper(II) complex of pentadentate N5 ligand as catalyst for2-aminophenol oxidation
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.
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.