Guoliang Li, Tong Wang, Cheng-Bin Hong* and Haichao Liu*,
{"title":"在载体铂催化剂上通过常温选择性氢解生物质衍生的糠胺有效合成 5-氨基-1-戊醇","authors":"Guoliang Li, Tong Wang, Cheng-Bin Hong* and Haichao Liu*, ","doi":"10.1021/acscatal.4c0512210.1021/acscatal.4c05122","DOIUrl":null,"url":null,"abstract":"<p >5-Amino-1-pentanol (APO) is an important nitrogen-containing chemical with versatile applications. However, its synthesis is still not efficient. Here, we report the synthesis of APO from biomass-derived furfurylamine (FAM) via the direct cleavage of its α–C–O bond neighboring the −CH<sub>2</sub>NH<sub>2</sub> group at ambient temperature. Pt/TiO<sub>2</sub> catalysts exhibited high efficiency and stability in the FAM hydrogenolysis to APO, affording a high yield of 85.4% at 30 °C and 2.0 MPa of H<sub>2</sub> in water. The high efficiency of Pt/TiO<sub>2</sub> was found to be related to its superior activity for the cleavage of the α–C–O bond in FAM, relative to the hydrogenation of the furan ring on the corner and edge sites of the Pt surfaces. This work provides a viable approach for the precise cleavage of the α–C–O bond neighboring the −CH<sub>2</sub>NH<sub>2</sub> group in the furan ring under mild conditions toward the efficient production of APO and its derivatives.</p>","PeriodicalId":9,"journal":{"name":"ACS Catalysis ","volume":"14 24","pages":"18268–18277 18268–18277"},"PeriodicalIF":13.1000,"publicationDate":"2024-11-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Effective Synthesis of 5-Amino-1-pentanol via Selective Hydrogenolysis of Biomass-Derived Furfurylamine on Supported Platinum Catalysts at Ambient Temperature\",\"authors\":\"Guoliang Li, Tong Wang, Cheng-Bin Hong* and Haichao Liu*, \",\"doi\":\"10.1021/acscatal.4c0512210.1021/acscatal.4c05122\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >5-Amino-1-pentanol (APO) is an important nitrogen-containing chemical with versatile applications. However, its synthesis is still not efficient. Here, we report the synthesis of APO from biomass-derived furfurylamine (FAM) via the direct cleavage of its α–C–O bond neighboring the −CH<sub>2</sub>NH<sub>2</sub> group at ambient temperature. Pt/TiO<sub>2</sub> catalysts exhibited high efficiency and stability in the FAM hydrogenolysis to APO, affording a high yield of 85.4% at 30 °C and 2.0 MPa of H<sub>2</sub> in water. The high efficiency of Pt/TiO<sub>2</sub> was found to be related to its superior activity for the cleavage of the α–C–O bond in FAM, relative to the hydrogenation of the furan ring on the corner and edge sites of the Pt surfaces. This work provides a viable approach for the precise cleavage of the α–C–O bond neighboring the −CH<sub>2</sub>NH<sub>2</sub> group in the furan ring under mild conditions toward the efficient production of APO and its derivatives.</p>\",\"PeriodicalId\":9,\"journal\":{\"name\":\"ACS Catalysis \",\"volume\":\"14 24\",\"pages\":\"18268–18277 18268–18277\"},\"PeriodicalIF\":13.1000,\"publicationDate\":\"2024-11-26\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ACS Catalysis \",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acscatal.4c05122\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Catalysis ","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acscatal.4c05122","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
Effective Synthesis of 5-Amino-1-pentanol via Selective Hydrogenolysis of Biomass-Derived Furfurylamine on Supported Platinum Catalysts at Ambient Temperature
5-Amino-1-pentanol (APO) is an important nitrogen-containing chemical with versatile applications. However, its synthesis is still not efficient. Here, we report the synthesis of APO from biomass-derived furfurylamine (FAM) via the direct cleavage of its α–C–O bond neighboring the −CH2NH2 group at ambient temperature. Pt/TiO2 catalysts exhibited high efficiency and stability in the FAM hydrogenolysis to APO, affording a high yield of 85.4% at 30 °C and 2.0 MPa of H2 in water. The high efficiency of Pt/TiO2 was found to be related to its superior activity for the cleavage of the α–C–O bond in FAM, relative to the hydrogenation of the furan ring on the corner and edge sites of the Pt surfaces. This work provides a viable approach for the precise cleavage of the α–C–O bond neighboring the −CH2NH2 group in the furan ring under mild conditions toward the efficient production of APO and its derivatives.
期刊介绍:
ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels.
The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.