{"title":"交联聚丙烯酰胺稳定Cu(I)催化剂催化咔嗒反应高效合成1,2,3-三唑","authors":"Ali Rahmatpour , Mozhgan Amiri Baramkohi","doi":"10.1016/j.poly.2025.117429","DOIUrl":null,"url":null,"abstract":"<div><div>The stability of crosslinked polyacrylamide and its ability to be modified for use in a variety of applications make it an excellent support material in heterogeneous systems. Herein, we report a novel catalyst derived from copper(I)-Schiff base complex and its immobilization into crosslinked polyacrylamide which was synthesized by a two-step process, followed by the fixation of copper(I) (CPAM<sub>SL</sub>@CuI). Various techniques were used to characterize the developed polymeric copper(I) catalyst.These methods included FTIR, ICP, DR-UV–vis., FTIR, XRD, FE-SEM, EDAX, TEM, TG/DTGA, and elemental analysis. The CPAM anchored copper(I) Schiff base complex demonstrated remarkably high catalytic activity in heterogeneous three-component click reactions of alkyl or benzyl halides, sodium azide, and terminal alkynes in water at room temperature with a low catalyst loading without adding any additives yielding 1,4-disubstituted 1,2,3-triazoles without generating any waste. Furthermore, the newly developed polymeric copper(I) catalyst could be recovered and reused six consecutive times without significantly reducing the reaction yield.</div></div>","PeriodicalId":20278,"journal":{"name":"Polyhedron","volume":"270 ","pages":"Article 117429"},"PeriodicalIF":2.6000,"publicationDate":"2025-03-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Crosslinked polyacrylamide stabilized Cu(I) catalyst for efficient synthesis of 1,2,3-triazoles via click reactions\",\"authors\":\"Ali Rahmatpour , Mozhgan Amiri Baramkohi\",\"doi\":\"10.1016/j.poly.2025.117429\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The stability of crosslinked polyacrylamide and its ability to be modified for use in a variety of applications make it an excellent support material in heterogeneous systems. Herein, we report a novel catalyst derived from copper(I)-Schiff base complex and its immobilization into crosslinked polyacrylamide which was synthesized by a two-step process, followed by the fixation of copper(I) (CPAM<sub>SL</sub>@CuI). Various techniques were used to characterize the developed polymeric copper(I) catalyst.These methods included FTIR, ICP, DR-UV–vis., FTIR, XRD, FE-SEM, EDAX, TEM, TG/DTGA, and elemental analysis. The CPAM anchored copper(I) Schiff base complex demonstrated remarkably high catalytic activity in heterogeneous three-component click reactions of alkyl or benzyl halides, sodium azide, and terminal alkynes in water at room temperature with a low catalyst loading without adding any additives yielding 1,4-disubstituted 1,2,3-triazoles without generating any waste. Furthermore, the newly developed polymeric copper(I) catalyst could be recovered and reused six consecutive times without significantly reducing the reaction yield.</div></div>\",\"PeriodicalId\":20278,\"journal\":{\"name\":\"Polyhedron\",\"volume\":\"270 \",\"pages\":\"Article 117429\"},\"PeriodicalIF\":2.6000,\"publicationDate\":\"2025-03-15\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Polyhedron\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0277538725000439\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/2/6 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, INORGANIC & NUCLEAR\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Polyhedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0277538725000439","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/6 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
引用次数: 0
摘要
交联聚丙烯酰胺的稳定性及其在各种应用中进行改性的能力使其成为异相体系中的优良支撑材料。本文报道了一种由铜(I)-希夫碱配合物衍生的新型催化剂,并通过两步法合成了铜(I)固定后的交联聚丙烯酰胺(CPAMSL@CuI)。采用多种技术对所研制的聚合铜催化剂进行了表征。这些方法包括FTIR、ICP、DR-UV-vis。, FTIR, XRD, FE-SEM, EDAX, TEM, TG/DTGA,以及元素分析。CPAM锚定的铜(I)希夫碱配合物在室温下对烷基或苄基卤化物、叠氮化钠和末端炔在水中的非均相三组分咔嗒反应具有非常高的催化活性,无需添加任何添加剂,产生1,4-二取代1,2,3-三唑而不产生任何废物。此外,新开发的聚合铜(I)催化剂可以连续回收和重复使用6次,而不会显著降低反应收率。
Crosslinked polyacrylamide stabilized Cu(I) catalyst for efficient synthesis of 1,2,3-triazoles via click reactions
The stability of crosslinked polyacrylamide and its ability to be modified for use in a variety of applications make it an excellent support material in heterogeneous systems. Herein, we report a novel catalyst derived from copper(I)-Schiff base complex and its immobilization into crosslinked polyacrylamide which was synthesized by a two-step process, followed by the fixation of copper(I) (CPAMSL@CuI). Various techniques were used to characterize the developed polymeric copper(I) catalyst.These methods included FTIR, ICP, DR-UV–vis., FTIR, XRD, FE-SEM, EDAX, TEM, TG/DTGA, and elemental analysis. The CPAM anchored copper(I) Schiff base complex demonstrated remarkably high catalytic activity in heterogeneous three-component click reactions of alkyl or benzyl halides, sodium azide, and terminal alkynes in water at room temperature with a low catalyst loading without adding any additives yielding 1,4-disubstituted 1,2,3-triazoles without generating any waste. Furthermore, the newly developed polymeric copper(I) catalyst could be recovered and reused six consecutive times without significantly reducing the reaction yield.
期刊介绍:
Polyhedron publishes original, fundamental, experimental and theoretical work of the highest quality in all the major areas of inorganic chemistry. This includes synthetic chemistry, coordination chemistry, organometallic chemistry, bioinorganic chemistry, and solid-state and materials chemistry.
Papers should be significant pieces of work, and all new compounds must be appropriately characterized. The inclusion of single-crystal X-ray structural data is strongly encouraged, but papers reporting only the X-ray structure determination of a single compound will usually not be considered. Papers on solid-state or materials chemistry will be expected to have a significant molecular chemistry component (such as the synthesis and characterization of the molecular precursors and/or a systematic study of the use of different precursors or reaction conditions) or demonstrate a cutting-edge application (for example inorganic materials for energy applications). Papers dealing only with stability constants are not considered.