{"title":"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","authors":"Ashwini S. Patil, Sanjay S. Chavan","doi":"10.1016/j.ica.2024.122420","DOIUrl":null,"url":null,"abstract":"<div><div>Mixed ligand copper(I) complexes of the formula [Cu(<strong>L</strong>)(PPh<sub>3</sub>)<sub>2</sub>]X [(where <strong>L</strong>=(E)-1-(4-nitrophenyl)-N-(quinolin-8-yl)methanimine, X = BF<sub>4</sub> (<strong>1</strong>), ClO<sub>4</sub> (<strong>2</strong>), PF<sub>6</sub> (<strong>3</strong>), NO<sub>3</sub> (<strong>4</strong>)] were prepared by the reaction of (E)-1-(4-nitrophenyl)-N-(quinolin-8-yl)methanimine with [Cu(CH<sub>3</sub>CN)<sub>2</sub>(PPh<sub>3</sub>)<sub>2</sub>]X and characterized by elemental analyses, FTIR, UV–Visible, <sup>1</sup>H NMR and <sup>13</sup>C NMR spectral studies. A single crystal X-ray diffraction study of the representative complex [Cu(<strong>L</strong>)(PPh<sub>3</sub>)<sub>2</sub>]BF<sub>4</sub> (<strong>1</strong>) reveals that the copper(I) center is four-coordinate in a distorted tetrahedral geometry, within a monoclinic crystal system. Electrochemical studies of complexes <strong>1</strong>–<strong>4</strong> 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 C<img>C and Buchwald-type C<img>N coupling reactions and are found to be efficiently catalyze C<img>C and C<img>N coupling reactions.</div></div>","PeriodicalId":13599,"journal":{"name":"Inorganica Chimica Acta","volume":"575 ","pages":"Article 122420"},"PeriodicalIF":2.7000,"publicationDate":"2024-10-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis, characterization and catalytic study of Schiff base copper(I) complexes for CC and CN coupling reactions\",\"authors\":\"Ashwini S. Patil, Sanjay S. Chavan\",\"doi\":\"10.1016/j.ica.2024.122420\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Mixed ligand copper(I) complexes of the formula [Cu(<strong>L</strong>)(PPh<sub>3</sub>)<sub>2</sub>]X [(where <strong>L</strong>=(E)-1-(4-nitrophenyl)-N-(quinolin-8-yl)methanimine, X = BF<sub>4</sub> (<strong>1</strong>), ClO<sub>4</sub> (<strong>2</strong>), PF<sub>6</sub> (<strong>3</strong>), NO<sub>3</sub> (<strong>4</strong>)] were prepared by the reaction of (E)-1-(4-nitrophenyl)-N-(quinolin-8-yl)methanimine with [Cu(CH<sub>3</sub>CN)<sub>2</sub>(PPh<sub>3</sub>)<sub>2</sub>]X and characterized by elemental analyses, FTIR, UV–Visible, <sup>1</sup>H NMR and <sup>13</sup>C NMR spectral studies. A single crystal X-ray diffraction study of the representative complex [Cu(<strong>L</strong>)(PPh<sub>3</sub>)<sub>2</sub>]BF<sub>4</sub> (<strong>1</strong>) reveals that the copper(I) center is four-coordinate in a distorted tetrahedral geometry, within a monoclinic crystal system. Electrochemical studies of complexes <strong>1</strong>–<strong>4</strong> 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 C<img>C and Buchwald-type C<img>N coupling reactions and are found to be efficiently catalyze C<img>C and C<img>N coupling reactions.</div></div>\",\"PeriodicalId\":13599,\"journal\":{\"name\":\"Inorganica Chimica Acta\",\"volume\":\"575 \",\"pages\":\"Article 122420\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2024-10-29\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Inorganica Chimica Acta\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0020169324005115\",\"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/S0020169324005115","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
Synthesis, characterization and catalytic study of Schiff base copper(I) complexes for CC and CN coupling reactions
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.
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.