6533b7dafe1ef96bd126de2f
RESEARCH PRODUCT
Synthèse et réactivité chimiques et électrochimiques de dérivés d'imidazoliums : vers des procédés éco-responsables
Guillaume De Robillardsubject
EsterificationPyreneAzoliumBio basedMasked carbeneIonic liquidsLiquides ioniquesCarbène masqué[CHIM.OTHE] Chemical Sciences/OtherÉlectrosynthèseDéveloppement durableSustainable development[ CHIM.OTHE ] Chemical Sciences/OtherElectrosynthesisBio sourcéImidazoliumAntimicrobialAntimicrobien[CHIM.OTHE]Chemical Sciences/Otherdescription
This work deals with the use of electrochemistry as a tool for alternative synthesis of new azolium-based molecules.A new electrosynthesis method was developed for the synthesis of imidazolium carboxylates (masked carbenes) leading to a wide library of compounds. This approach was compared to already reported chemical syntheses. In the current context of sustainable development, bio based products have been synthesized and optimization of the process was achieved in order to reduce waste and energy consumption.The key role of the hydrogenoxalate anion was demonstrated in the synthesis of ionic liquids and/or imidazolium salts. Some of them were employed as recyclable catalysts for Fischer esterification.The direct electrochemical reduction of various azoliums was also studied. The coupling of two electrogenerated neutral radicals leads to the corresponding σ-dimers. The oxidation of this species gives back the starting azolium proving the “reversibility” of the reaction, paving the way for new molecular switches.Azolium containing pyrene moiety was also electrosynthesized. Thus, electrochemical oxidation of pyrene in presence of different nitrogen nucleophiles leads to azolium pyrenes. This process was optimized in order to reduce waste and simplify the experimental setup. Some products have shown antimicrobial activities.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2015-09-24 |