Immobilized Gold Nanoparticles Prepared from Gold(III)-Containing Ionic Liquids on Silica: Application to the Sustainable Synthesis of Propargylamines
A cycloaurated phosphinothioic amide gold(III) complex was supported on amorphous silica with the aid of an imidazolium ionic liquid (IL) physisorbed in the SiO2 pores (SiO2–IL) and covalently bonded to the SiO2 (SiO2@IL). Gold(0) nanoparticles (AuNPs) were formed in situ and subsequently immobilize...
| Main Authors: | , , , |
|---|---|
| Format: | info:eu-repo/semantics/article |
| Language: | English |
| Published: |
MDPI
2020
|
| Subjects: | |
| Online Access: | http://hdl.handle.net/10835/7531 |
| _version_ | 1789406307597418496 |
|---|---|
| author | González Soengas, Raquel María Navarro García, Yolanda Iglesias Valdés-Solís, María José López Ortiz, Fernando |
| author_facet | González Soengas, Raquel María Navarro García, Yolanda Iglesias Valdés-Solís, María José López Ortiz, Fernando |
| author_sort | González Soengas, Raquel María |
| collection | DSpace |
| description | A cycloaurated phosphinothioic amide gold(III) complex was supported on amorphous silica with the aid of an imidazolium ionic liquid (IL) physisorbed in the SiO2 pores (SiO2–IL) and covalently bonded to the SiO2 (SiO2@IL). Gold(0) nanoparticles (AuNPs) were formed in situ and subsequently immobilized on the SiO2–IL/SiO2@IL phase. The resulting catalytic systems Au–SiO2–IL and Au–SiO2@IL promoted the solvent-free A3 coupling reaction of alkynes, aldehydes, and amines in high yields under solvent-free conditions with very low catalyst loading and without the use of additives. The Au–SiO2@IL catalyst showed good recyclability and could be reused at least five times with yields of propargylamines of ≥80%. This synthetic method provides a green and low cost way to effectively prepare propargylamines. Additionally, 31P high resolution magic angle spinning (HRMAS) NMR spectroscopy is introduced as a simple technique to establish the Au loading of the catalyst. |
| format | info:eu-repo/semantics/article |
| id | oai:repositorio.ual.es:10835-7531 |
| institution | Universidad de Cuenca |
| language | English |
| publishDate | 2020 |
| publisher | MDPI |
| record_format | dspace |
| spelling | oai:repositorio.ual.es:10835-75312023-04-12T19:46:53Z Immobilized Gold Nanoparticles Prepared from Gold(III)-Containing Ionic Liquids on Silica: Application to the Sustainable Synthesis of Propargylamines González Soengas, Raquel María Navarro García, Yolanda Iglesias Valdés-Solís, María José López Ortiz, Fernando gold nanoparticles multicomponent reaction supported catalyst propargylamine HRMAS A cycloaurated phosphinothioic amide gold(III) complex was supported on amorphous silica with the aid of an imidazolium ionic liquid (IL) physisorbed in the SiO2 pores (SiO2–IL) and covalently bonded to the SiO2 (SiO2@IL). Gold(0) nanoparticles (AuNPs) were formed in situ and subsequently immobilized on the SiO2–IL/SiO2@IL phase. The resulting catalytic systems Au–SiO2–IL and Au–SiO2@IL promoted the solvent-free A3 coupling reaction of alkynes, aldehydes, and amines in high yields under solvent-free conditions with very low catalyst loading and without the use of additives. The Au–SiO2@IL catalyst showed good recyclability and could be reused at least five times with yields of propargylamines of ≥80%. This synthetic method provides a green and low cost way to effectively prepare propargylamines. Additionally, 31P high resolution magic angle spinning (HRMAS) NMR spectroscopy is introduced as a simple technique to establish the Au loading of the catalyst. 2020-01-17T09:37:43Z 2020-01-17T09:37:43Z 2018-11-14 info:eu-repo/semantics/article 1420-3049 http://hdl.handle.net/10835/7531 en https://www.mdpi.com/1420-3049/23/11/2975 Attribution-NonCommercial-NoDerivatives 4.0 Internacional http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess MDPI |
| spellingShingle | gold nanoparticles multicomponent reaction supported catalyst propargylamine HRMAS González Soengas, Raquel María Navarro García, Yolanda Iglesias Valdés-Solís, María José López Ortiz, Fernando Immobilized Gold Nanoparticles Prepared from Gold(III)-Containing Ionic Liquids on Silica: Application to the Sustainable Synthesis of Propargylamines |
| title | Immobilized Gold Nanoparticles Prepared from Gold(III)-Containing Ionic Liquids on Silica: Application to the Sustainable Synthesis of Propargylamines |
| title_full | Immobilized Gold Nanoparticles Prepared from Gold(III)-Containing Ionic Liquids on Silica: Application to the Sustainable Synthesis of Propargylamines |
| title_fullStr | Immobilized Gold Nanoparticles Prepared from Gold(III)-Containing Ionic Liquids on Silica: Application to the Sustainable Synthesis of Propargylamines |
| title_full_unstemmed | Immobilized Gold Nanoparticles Prepared from Gold(III)-Containing Ionic Liquids on Silica: Application to the Sustainable Synthesis of Propargylamines |
| title_short | Immobilized Gold Nanoparticles Prepared from Gold(III)-Containing Ionic Liquids on Silica: Application to the Sustainable Synthesis of Propargylamines |
| title_sort | immobilized gold nanoparticles prepared from gold(iii)-containing ionic liquids on silica: application to the sustainable synthesis of propargylamines |
| topic | gold nanoparticles multicomponent reaction supported catalyst propargylamine HRMAS |
| url | http://hdl.handle.net/10835/7531 |
| work_keys_str_mv | AT gonzalezsoengasraquelmaria immobilizedgoldnanoparticlespreparedfromgoldiiicontainingionicliquidsonsilicaapplicationtothesustainablesynthesisofpropargylamines AT navarrogarciayolanda immobilizedgoldnanoparticlespreparedfromgoldiiicontainingionicliquidsonsilicaapplicationtothesustainablesynthesisofpropargylamines AT iglesiasvaldessolismariajose immobilizedgoldnanoparticlespreparedfromgoldiiicontainingionicliquidsonsilicaapplicationtothesustainablesynthesisofpropargylamines AT lopezortizfernando immobilizedgoldnanoparticlespreparedfromgoldiiicontainingionicliquidsonsilicaapplicationtothesustainablesynthesisofpropargylamines |