2-Pyridyl-benzimidazole-Pd(II)/Pd(0) Supported on Magnetic Mesoporous Silica: Aerobic Oxidation of Benzyl Alcohols/Benzaldehydes and Reduction of Nitroarenes
Mohammad Sajedi, Yagoub Mansoori, Ayat Nuri, Somayeh Fekri, Dolores Esquivel, Mª Angeles Navarro
{"title":"2-Pyridyl-benzimidazole-Pd(II)/Pd(0) Supported on Magnetic Mesoporous Silica: Aerobic Oxidation of Benzyl Alcohols/Benzaldehydes and Reduction of Nitroarenes","authors":"Mohammad Sajedi, Yagoub Mansoori, Ayat Nuri, Somayeh Fekri, Dolores Esquivel, Mª Angeles Navarro","doi":"10.1007/s10563-022-09360-0","DOIUrl":null,"url":null,"abstract":"<div><p>2-(2-Pyridyl)benzimidazole (PyBzIm) was supported onto magnetic mesoporous silica, Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>@SBA-15 via the click chemistry. The supported ligand was treated with Na<sub>2</sub>PdCl<sub>4</sub> in methanol to afford Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>@SBA-PyBzIm-Pd(II) as a magnetically retrievable supported catalyst. The catalyst was fully characterized by conventional methods. X-ray photoelectron spectroscopy (XPS) studies confirmed some C = N nitrogen atoms interact with palladium in the + 2 oxidation state. The prepared catalyst was found to catalyze the aerobic oxidation of benzyl alcohols and benzaldehydes to the corresponding benzoic acids, and excellent conversions were obtained. The magnetic catalyst showed a very low metal leaching (3.9%) in the first run. Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>@SBA-PyBzIm-Pd(II) was then treated with aqueous NaBH<sub>4</sub> to give Fe<sub>3</sub>O<sub>4</sub>@SBA-PyBzIm-Pd(0). The obtained catalyst was found to catalyze the transfer hydrogenation of nitroarenes to the corresponding anilines in the presence of hydrazine, and excellent yields were obtained. The prepared catalysts present an excellent recycling efficiency over seven consecutive runs without significant loss of catalyst reactivity.</p><h3>Graphical abstract</h3>\n <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\n </div>","PeriodicalId":509,"journal":{"name":"Catalysis Surveys from Asia","volume":null,"pages":null},"PeriodicalIF":2.1000,"publicationDate":"2022-05-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"4","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Catalysis Surveys from Asia","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s10563-022-09360-0","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 4
Abstract
2-(2-Pyridyl)benzimidazole (PyBzIm) was supported onto magnetic mesoporous silica, Fe3O4@SiO2@SBA-15 via the click chemistry. The supported ligand was treated with Na2PdCl4 in methanol to afford Fe3O4@SiO2@SBA-PyBzIm-Pd(II) as a magnetically retrievable supported catalyst. The catalyst was fully characterized by conventional methods. X-ray photoelectron spectroscopy (XPS) studies confirmed some C = N nitrogen atoms interact with palladium in the + 2 oxidation state. The prepared catalyst was found to catalyze the aerobic oxidation of benzyl alcohols and benzaldehydes to the corresponding benzoic acids, and excellent conversions were obtained. The magnetic catalyst showed a very low metal leaching (3.9%) in the first run. Fe3O4@SiO2@SBA-PyBzIm-Pd(II) was then treated with aqueous NaBH4 to give Fe3O4@SBA-PyBzIm-Pd(0). The obtained catalyst was found to catalyze the transfer hydrogenation of nitroarenes to the corresponding anilines in the presence of hydrazine, and excellent yields were obtained. The prepared catalysts present an excellent recycling efficiency over seven consecutive runs without significant loss of catalyst reactivity.
期刊介绍:
Early dissemination of important findings from Asia which may lead to new concepts in catalyst design is the main aim of this journal. Rapid, invited, short reviews and perspectives from academia and industry will constitute the major part of Catalysis Surveys from Asia . Surveys of recent progress and activities in catalytic science and technology and related areas in Asia will be covered regularly as well. We would appreciate critical comments from colleagues throughout the world about articles in Catalysis Surveys from Asia . If requested and thought appropriate, the comments will be included in the journal. We will be very happy if this journal stimulates global communication between scientists and engineers in the world of catalysis.