{"title":"Study on the effect of auxiliary ligands in CoIII-NHC Complexes towards alkylation of amines using alcohols","authors":"Misba Siddique, Biswaranjan Boity, Arnab Rit","doi":"10.1016/j.jorganchem.2024.123479","DOIUrl":null,"url":null,"abstract":"<div><div>Here, we have presented a systematic study on the cobalt-mediated alkylation of amines using aromatic primary alcohols with sterically demanding substrates. In this context, we have employed two newly synthesized cobalt-NHC complexes <strong>Co1</strong> and <strong>Co2</strong>, and pyridine appended (<strong>Co3</strong>-<strong>Co6</strong>) complexes to evaluate their catalytic efficiency. Among them, the pyridine-based benzimidazolin-2-ylidene Co-NHC complexes <strong>Co4</strong> and <strong>Co6</strong> showed high efficiency. However, the complex <strong>Co4</strong>, featuring a <strong>Cp*</strong>, exhibited lesser reactivity with sterically demanding <em>ortho</em>-substituted anilines, whereas complex <strong>Co6</strong>, with an acetylacetonate (acac) ligand, outperformed the rest. This outcome aligns with the steric mapping results of the employed catalysts. Furthermore, complex <strong>Co6</strong> proved to be effective for the cyclization of 2-nitroaniline <em>via</em> coupling with various substituted benzyl alcohols.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1027 ","pages":"Article 123479"},"PeriodicalIF":2.1000,"publicationDate":"2024-12-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organometallic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0022328X24004741","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
引用次数: 0
Abstract
Here, we have presented a systematic study on the cobalt-mediated alkylation of amines using aromatic primary alcohols with sterically demanding substrates. In this context, we have employed two newly synthesized cobalt-NHC complexes Co1 and Co2, and pyridine appended (Co3-Co6) complexes to evaluate their catalytic efficiency. Among them, the pyridine-based benzimidazolin-2-ylidene Co-NHC complexes Co4 and Co6 showed high efficiency. However, the complex Co4, featuring a Cp*, exhibited lesser reactivity with sterically demanding ortho-substituted anilines, whereas complex Co6, with an acetylacetonate (acac) ligand, outperformed the rest. This outcome aligns with the steric mapping results of the employed catalysts. Furthermore, complex Co6 proved to be effective for the cyclization of 2-nitroaniline via coupling with various substituted benzyl alcohols.
期刊介绍：
The Journal of Organometallic Chemistry targets original papers dealing with theoretical aspects, structural chemistry, synthesis, physical and chemical properties (including reaction mechanisms), and practical applications of organometallic compounds.
Organometallic compounds are defined as compounds that contain metal - carbon bonds. The term metal includes all alkali and alkaline earth metals, all transition metals and the lanthanides and actinides in the Periodic Table. Metalloids including the elements in Group 13 and the heavier members of the Groups 14 - 16 are also included. The term chemistry includes syntheses, characterizations and reaction chemistry of all such compounds. Research reports based on use of organometallic complexes in bioorganometallic chemistry, medicine, material sciences, homogeneous catalysis and energy conversion are also welcome.
The scope of the journal has been enlarged to encompass important research on organometallic complexes in bioorganometallic chemistry and material sciences, and of heavier main group elements in organometallic chemistry. The journal also publishes review articles, short communications and notes.
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