Modular Synthesis of γ-Valerolactone-Based Ionic Liquids and Their Application as Alternative Media for Copper-Catalyzed Ullmann-type Coupling Reactions
| Autor: | József M. Tukacs, András Szilágyi, Benjámin Gyarmati, László T. Mika, László Kollár, László Orha |
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| Rok vydání: | 2018 |
| Předmět: |
Green chemistry
Valerolactone Materials science 010405 organic chemistry Renewable Energy Sustainability and the Environment Vapor pressure Ligand General Chemical Engineering General Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry Coupling reaction 0104 chemical sciences Viscosity chemistry.chemical_compound chemistry Ionic liquid Environmental Chemistry Amination |
| Zdroj: | ACS Sustainable Chemistry & Engineering. 6:5097-5104 |
| ISSN: | 2168-0485 |
| DOI: | 10.1021/acssuschemeng.7b04775 |
| Popis: | A convenient procedure was developed for the manufacturing of partially bio-ionic liquids (ILs) from renewable γ-valerolactone (GVL) and cheap and readily available tetraalkylphosphonium bromides with excellent (>99%) yields. The novel ionic liquids were characterized by their temperature dependent vapor pressure, density, viscosity, and conductivity. We have proven that these ILs can be a useful medium for copper-catalyzed Ullmann-type coupling reactions without the use of any ligand or additive, representing an environmentally benign tool for the synthesis of various amines. Twenty cross-coupling products were isolated with good to excellent yields (50–87%). |
| Databáze: | OpenAIRE |
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