Maryam Borzooei, Masoomeh Norouzi* and Masoud Mohammadi*,
{"title":"通过在 Fe3O4 上官能化 HEPES 缓冲液构建双官能化酸碱纳米催化剂,作为可重复使用的琥珀酸化反应催化剂。","authors":"Maryam Borzooei, Masoomeh Norouzi* and Masoud Mohammadi*, ","doi":"10.1021/acs.langmuir.4c00563","DOIUrl":null,"url":null,"abstract":"<p >Herein, we present a highly efficient dual-functionalized acid–base nanocatalyst, denoted as Fe<sub>3</sub>O<sub>4</sub>@GLYMO-HEPES, featuring sulfuric acid and tertiary amines as its dual functional components. This catalyst is synthesized through the immobilization of 4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid (HEPES) as the source of these functionalities onto magnetite (Fe<sub>3</sub>O<sub>4</sub>) using 3-glycidoxypropyltriethoxysilane (GLYMO) as a linker. Characterization studies confirm the integrity of the Fe<sub>3</sub>O<sub>4</sub> core, with the GLYMO-HEPES coating exhibiting no phase changes. Furthermore, Fe<sub>3</sub>O<sub>4</sub>@GLYMO-HEPES nanoparticles demonstrate a uniform size distribution without aggregation. Notably, the catalyst exhibits remarkable stability up to 200 °C and possesses a saturation magnetization value of 31.5 emu/g, facilitating easy recovery via magnetic separation. These findings underscore the potential of Fe<sub>3</sub>O<sub>4</sub>@GLYMO-HEPES as a versatile and recyclable nanocatalyst for various applications. Its catalytic ability was evaluated in the synthesis of various pyrano[2,3-<i>c</i>]pyrazoles and 2-amino-3-cyano-4<i>H</i>-chromenes through a tandem Knorr–Knoevenagel–Michael–Thorpe–Ziegler-type heterocyclization mechanism, using different aldehydes. A wide range of fused heterocycles was synthesized having good to excellent yields. The process is cost-effective, safe, sustainable, and scalable, and the catalyst can be reused up to five times. The prepared catalyst was found to be highly stable and heterogeneous and showed good recyclability.</p>","PeriodicalId":50,"journal":{"name":"Langmuir","volume":null,"pages":null},"PeriodicalIF":3.7000,"publicationDate":"2024-06-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Construction of a Dual-Functionalized Acid–Base Nanocatalyst via HEPES Buffer Functionalized on Fe3O4 as a Reusable Catalyst for Annulation Reactions\",\"authors\":\"Maryam Borzooei, Masoomeh Norouzi* and Masoud Mohammadi*, \",\"doi\":\"10.1021/acs.langmuir.4c00563\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Herein, we present a highly efficient dual-functionalized acid–base nanocatalyst, denoted as Fe<sub>3</sub>O<sub>4</sub>@GLYMO-HEPES, featuring sulfuric acid and tertiary amines as its dual functional components. This catalyst is synthesized through the immobilization of 4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid (HEPES) as the source of these functionalities onto magnetite (Fe<sub>3</sub>O<sub>4</sub>) using 3-glycidoxypropyltriethoxysilane (GLYMO) as a linker. Characterization studies confirm the integrity of the Fe<sub>3</sub>O<sub>4</sub> core, with the GLYMO-HEPES coating exhibiting no phase changes. Furthermore, Fe<sub>3</sub>O<sub>4</sub>@GLYMO-HEPES nanoparticles demonstrate a uniform size distribution without aggregation. Notably, the catalyst exhibits remarkable stability up to 200 °C and possesses a saturation magnetization value of 31.5 emu/g, facilitating easy recovery via magnetic separation. These findings underscore the potential of Fe<sub>3</sub>O<sub>4</sub>@GLYMO-HEPES as a versatile and recyclable nanocatalyst for various applications. Its catalytic ability was evaluated in the synthesis of various pyrano[2,3-<i>c</i>]pyrazoles and 2-amino-3-cyano-4<i>H</i>-chromenes through a tandem Knorr–Knoevenagel–Michael–Thorpe–Ziegler-type heterocyclization mechanism, using different aldehydes. A wide range of fused heterocycles was synthesized having good to excellent yields. The process is cost-effective, safe, sustainable, and scalable, and the catalyst can be reused up to five times. 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Construction of a Dual-Functionalized Acid–Base Nanocatalyst via HEPES Buffer Functionalized on Fe3O4 as a Reusable Catalyst for Annulation Reactions
Herein, we present a highly efficient dual-functionalized acid–base nanocatalyst, denoted as Fe3O4@GLYMO-HEPES, featuring sulfuric acid and tertiary amines as its dual functional components. This catalyst is synthesized through the immobilization of 4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid (HEPES) as the source of these functionalities onto magnetite (Fe3O4) using 3-glycidoxypropyltriethoxysilane (GLYMO) as a linker. Characterization studies confirm the integrity of the Fe3O4 core, with the GLYMO-HEPES coating exhibiting no phase changes. Furthermore, Fe3O4@GLYMO-HEPES nanoparticles demonstrate a uniform size distribution without aggregation. Notably, the catalyst exhibits remarkable stability up to 200 °C and possesses a saturation magnetization value of 31.5 emu/g, facilitating easy recovery via magnetic separation. These findings underscore the potential of Fe3O4@GLYMO-HEPES as a versatile and recyclable nanocatalyst for various applications. Its catalytic ability was evaluated in the synthesis of various pyrano[2,3-c]pyrazoles and 2-amino-3-cyano-4H-chromenes through a tandem Knorr–Knoevenagel–Michael–Thorpe–Ziegler-type heterocyclization mechanism, using different aldehydes. A wide range of fused heterocycles was synthesized having good to excellent yields. The process is cost-effective, safe, sustainable, and scalable, and the catalyst can be reused up to five times. The prepared catalyst was found to be highly stable and heterogeneous and showed good recyclability.
期刊介绍:
Langmuir is an interdisciplinary journal publishing articles in the following subject categories:
Colloids: surfactants and self-assembly, dispersions, emulsions, foams
Interfaces: adsorption, reactions, films, forces
Biological Interfaces: biocolloids, biomolecular and biomimetic materials
Materials: nano- and mesostructured materials, polymers, gels, liquid crystals
Electrochemistry: interfacial charge transfer, charge transport, electrocatalysis, electrokinetic phenomena, bioelectrochemistry
Devices and Applications: sensors, fluidics, patterning, catalysis, photonic crystals
However, when high-impact, original work is submitted that does not fit within the above categories, decisions to accept or decline such papers will be based on one criteria: What Would Irving Do?
Langmuir ranks #2 in citations out of 136 journals in the category of Physical Chemistry with 113,157 total citations. The journal received an Impact Factor of 4.384*.
This journal is also indexed in the categories of Materials Science (ranked #1) and Multidisciplinary Chemistry (ranked #5).