Vishakha Goyal, Tarun Bhatt, Anshid Kuttasseri, Arup Mahata, Radek Zbořil, Kishore Natte and Rajenahally V. Jagadeesh
{"title":"生物质衍生的镍基纳米材料作为芳烃和杂芳烃†加氢的可持续和可重复使用催化剂","authors":"Vishakha Goyal, Tarun Bhatt, Anshid Kuttasseri, Arup Mahata, Radek Zbořil, Kishore Natte and Rajenahally V. Jagadeesh","doi":"10.1039/D5SU00026B","DOIUrl":null,"url":null,"abstract":"<p >Selective hydrogenation of functionalized aromatic- and hetero-aromatic hydrocarbons is an essential research area in synthetic chemistry, which gives straightforward access to an array of saturated carbo- and heterocyclic compounds. To accomplish this hydrogenation process in a more resourceful and cost-effective manner, the development and applicability of potential catalytic materials, particularly based on earth-abundant metals, are crucial. From the viewpoint of sustainability and circular economy, such catalytic systems should be derived from waste biomass. Here, we report the preparation and application of plant-based waste biomass such as pine needle-derived Ni-nanoparticles as an efficient catalyst for the hydrogenation of (hetero)arenes. The immobilization of Ni-nitrate on pine needles and subsequent pyrolysis generates zero-valent Ni-nanoparticles (5–8 nm), which are embedded in a highly mesoporous N-doped graphitic matrix. The resulting nickel nanoparticles exhibited high activity and selectivity as well as stability and reusability for the hydrogenation of functionalized arenes as well as nitrogen and oxygen-containing heteroarenes to obtain various cyclo-aliphatic compounds including tetrahydroquinolines, tetrahydroquinoxalines and dihydrobenzofurans as well as key starting materials of pharmaceutical agents. DFT calculations have been made for this Ni-catalytic (hetero)arene hydrogenation process, which revealed favorable reaction thermodynamic and kinetic as well as mechanistic feasibility for selective ring reduction.</p>","PeriodicalId":74745,"journal":{"name":"RSC sustainability","volume":" 5","pages":" 2235-2245"},"PeriodicalIF":0.0000,"publicationDate":"2025-03-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/su/d5su00026b?page=search","citationCount":"0","resultStr":"{\"title\":\"A biomass-derived nickel-based nanomaterial as a sustainable and reusable catalyst for hydrogenation of arenes and heteroarenes†\",\"authors\":\"Vishakha Goyal, Tarun Bhatt, Anshid Kuttasseri, Arup Mahata, Radek Zbořil, Kishore Natte and Rajenahally V. Jagadeesh\",\"doi\":\"10.1039/D5SU00026B\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Selective hydrogenation of functionalized aromatic- and hetero-aromatic hydrocarbons is an essential research area in synthetic chemistry, which gives straightforward access to an array of saturated carbo- and heterocyclic compounds. To accomplish this hydrogenation process in a more resourceful and cost-effective manner, the development and applicability of potential catalytic materials, particularly based on earth-abundant metals, are crucial. From the viewpoint of sustainability and circular economy, such catalytic systems should be derived from waste biomass. Here, we report the preparation and application of plant-based waste biomass such as pine needle-derived Ni-nanoparticles as an efficient catalyst for the hydrogenation of (hetero)arenes. The immobilization of Ni-nitrate on pine needles and subsequent pyrolysis generates zero-valent Ni-nanoparticles (5–8 nm), which are embedded in a highly mesoporous N-doped graphitic matrix. The resulting nickel nanoparticles exhibited high activity and selectivity as well as stability and reusability for the hydrogenation of functionalized arenes as well as nitrogen and oxygen-containing heteroarenes to obtain various cyclo-aliphatic compounds including tetrahydroquinolines, tetrahydroquinoxalines and dihydrobenzofurans as well as key starting materials of pharmaceutical agents. DFT calculations have been made for this Ni-catalytic (hetero)arene hydrogenation process, which revealed favorable reaction thermodynamic and kinetic as well as mechanistic feasibility for selective ring reduction.</p>\",\"PeriodicalId\":74745,\"journal\":{\"name\":\"RSC sustainability\",\"volume\":\" 5\",\"pages\":\" 2235-2245\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-03-31\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://pubs.rsc.org/en/content/articlepdf/2025/su/d5su00026b?page=search\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"RSC sustainability\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2025/su/d5su00026b\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"RSC sustainability","FirstCategoryId":"1085","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/su/d5su00026b","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
A biomass-derived nickel-based nanomaterial as a sustainable and reusable catalyst for hydrogenation of arenes and heteroarenes†
Selective hydrogenation of functionalized aromatic- and hetero-aromatic hydrocarbons is an essential research area in synthetic chemistry, which gives straightforward access to an array of saturated carbo- and heterocyclic compounds. To accomplish this hydrogenation process in a more resourceful and cost-effective manner, the development and applicability of potential catalytic materials, particularly based on earth-abundant metals, are crucial. From the viewpoint of sustainability and circular economy, such catalytic systems should be derived from waste biomass. Here, we report the preparation and application of plant-based waste biomass such as pine needle-derived Ni-nanoparticles as an efficient catalyst for the hydrogenation of (hetero)arenes. The immobilization of Ni-nitrate on pine needles and subsequent pyrolysis generates zero-valent Ni-nanoparticles (5–8 nm), which are embedded in a highly mesoporous N-doped graphitic matrix. The resulting nickel nanoparticles exhibited high activity and selectivity as well as stability and reusability for the hydrogenation of functionalized arenes as well as nitrogen and oxygen-containing heteroarenes to obtain various cyclo-aliphatic compounds including tetrahydroquinolines, tetrahydroquinoxalines and dihydrobenzofurans as well as key starting materials of pharmaceutical agents. DFT calculations have been made for this Ni-catalytic (hetero)arene hydrogenation process, which revealed favorable reaction thermodynamic and kinetic as well as mechanistic feasibility for selective ring reduction.