1,3-Dipolar and Diels-Alder cycloaddition reactions on polyester backbones possessing internal electron-deficient alkyne moieties
| Autor: | Muge Cetin, Gurkan Hizal, Hakan Durmaz, Serter Luleburgaz, Umit Tunca, Cansu Esen, Ozgun Daglar |
|---|---|
| Přispěvatelé: | Polymer Performance Materials |
| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
Polymers and Plastics Organic Chemistry chemistry.chemical_element Alkyne Bioengineering 02 engineering and technology Electron 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Biochemistry Copper Cycloaddition 0104 chemical sciences Polyester chemistry.chemical_compound Dipole Dicarboxylic acid chemistry Acetylene Polymer chemistry 0210 nano-technology |
| Zdroj: | Polymer Chemistry, 7(46), 7094-7100. Royal Society of Chemistry |
| ISSN: | 1759-9954 |
| Popis: | In this study we prepared a series of polyesters containing electron deficient internal alkyne units derived from acetylene dicarboxylic acid in the main backbone. Next, one of the polyesters was employed as a polymeric platform in copper free cycloaddition reactions like, Huisgen type 1,3-dipolar and Diels-Alder cycloaddition reactions in the presence of various dipoles and dienes, respectively. The 1,3-dipolar cycloaddition reactions were performed at mild temperatures (rt and 40 °C) in 1,4-dioxane for 16 h and had moderately high efficiencies (80-100%). However, the Diels-Alder cycloaddition reactions were carried out at higher temperatures (60 to 120 °C) in 1,4-dioxane for 16 h with reasonable efficiencies (45-97%). Moreover, the polyester was successfully used in one-pot 1,3-dipolar, sequential 1,3-dipolar/Diels-Alder, and sequential 1,3-dipolar cycloaddition/retro-Diels-Alder reactions. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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