Jayapratha Gunasekaran , Sounthararajan Muniyan , Gayathri Dhanasekaran , Denzil Britto Christopher Leslee , Narmatha Venkatesan , Luis G. Alves , Ana M. Martins , Shanmuga Bharathi Kuppannan
{"title":"钌(II)呋喃腙配合物在醛转移加氢制醇中的有效催化作用","authors":"Jayapratha Gunasekaran , Sounthararajan Muniyan , Gayathri Dhanasekaran , Denzil Britto Christopher Leslee , Narmatha Venkatesan , Luis G. Alves , Ana M. Martins , Shanmuga Bharathi Kuppannan","doi":"10.1016/j.ica.2025.122557","DOIUrl":null,"url":null,"abstract":"<div><div>A series of [Ru(ɳ<sup>6</sup>-<em>p</em>-cymene)(Cl)(L<sup>1-3</sup>)] complexes based on three different furoic hydrazone ligands (<strong>HL</strong><sup>1-3</sup>) were developed for the catalytic application in the effective and simple methodology for the synthesis of benzyl and aliphatic alcohols through transfer hydrogenation of benzaldehyde or aliphatic aldehydes, respectively. The solid-state molecular structures of the three ruthenium complexes were determined by single-crystal X-ray diffraction revealing pseudo-octahedral three-legged piano-stool geometries. Complex [Ru(ɳ<sup>6</sup>-<em>p</em>-cymene)(Cl)(pyrene-furoichydrazone) showed the higher catalytic performance over others due to the hyperconjugation effect of the pyrene moiety that facilitates the transfer hydrogenation reaction. The catalytic experiments afforded the desired products in good to excellent yields and were performed through an effective methodology using isopropanol as solvent, using a 1 mol% of catalyst loading under room temperature. The catalyst demonstrates a wide range of substrate scope being able to catalyze the transfer hydrogenation of 17 different substrates that includes aromatic, heterocyclic and aliphatic aldehydes with electron donating and/or withdrawing substituent groups.</div></div>","PeriodicalId":13599,"journal":{"name":"Inorganica Chimica Acta","volume":"578 ","pages":"Article 122557"},"PeriodicalIF":3.2000,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Ruthenium(II)furoic hydrazone complexes in effective catalytic transfer hydrogenation of aldehydes to alcohols\",\"authors\":\"Jayapratha Gunasekaran , Sounthararajan Muniyan , Gayathri Dhanasekaran , Denzil Britto Christopher Leslee , Narmatha Venkatesan , Luis G. Alves , Ana M. Martins , Shanmuga Bharathi Kuppannan\",\"doi\":\"10.1016/j.ica.2025.122557\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A series of [Ru(ɳ<sup>6</sup>-<em>p</em>-cymene)(Cl)(L<sup>1-3</sup>)] complexes based on three different furoic hydrazone ligands (<strong>HL</strong><sup>1-3</sup>) were developed for the catalytic application in the effective and simple methodology for the synthesis of benzyl and aliphatic alcohols through transfer hydrogenation of benzaldehyde or aliphatic aldehydes, respectively. The solid-state molecular structures of the three ruthenium complexes were determined by single-crystal X-ray diffraction revealing pseudo-octahedral three-legged piano-stool geometries. Complex [Ru(ɳ<sup>6</sup>-<em>p</em>-cymene)(Cl)(pyrene-furoichydrazone) showed the higher catalytic performance over others due to the hyperconjugation effect of the pyrene moiety that facilitates the transfer hydrogenation reaction. The catalytic experiments afforded the desired products in good to excellent yields and were performed through an effective methodology using isopropanol as solvent, using a 1 mol% of catalyst loading under room temperature. The catalyst demonstrates a wide range of substrate scope being able to catalyze the transfer hydrogenation of 17 different substrates that includes aromatic, heterocyclic and aliphatic aldehydes with electron donating and/or withdrawing substituent groups.</div></div>\",\"PeriodicalId\":13599,\"journal\":{\"name\":\"Inorganica Chimica Acta\",\"volume\":\"578 \",\"pages\":\"Article 122557\"},\"PeriodicalIF\":3.2000,\"publicationDate\":\"2025-04-01\",\"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/S0020169325000234\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/1/18 0:00:00\",\"PubModel\":\"Epub\",\"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/S0020169325000234","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/18 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
Ruthenium(II)furoic hydrazone complexes in effective catalytic transfer hydrogenation of aldehydes to alcohols
A series of [Ru(ɳ6-p-cymene)(Cl)(L1-3)] complexes based on three different furoic hydrazone ligands (HL1-3) were developed for the catalytic application in the effective and simple methodology for the synthesis of benzyl and aliphatic alcohols through transfer hydrogenation of benzaldehyde or aliphatic aldehydes, respectively. The solid-state molecular structures of the three ruthenium complexes were determined by single-crystal X-ray diffraction revealing pseudo-octahedral three-legged piano-stool geometries. Complex [Ru(ɳ6-p-cymene)(Cl)(pyrene-furoichydrazone) showed the higher catalytic performance over others due to the hyperconjugation effect of the pyrene moiety that facilitates the transfer hydrogenation reaction. The catalytic experiments afforded the desired products in good to excellent yields and were performed through an effective methodology using isopropanol as solvent, using a 1 mol% of catalyst loading under room temperature. The catalyst demonstrates a wide range of substrate scope being able to catalyze the transfer hydrogenation of 17 different substrates that includes aromatic, heterocyclic and aliphatic aldehydes with electron donating and/or withdrawing substituent groups.
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.