Abstract
Copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reactions are of extensive interest in chemical synthesis. While the use of ionic liquids (ILs) as solvents for synthesis has been widely explored in recent years, the understanding of their influence on the mechanism and reactivity of CuAAC reactions remains poorly understood. Here, we investigate the kinetics of a phenylacetylene-benzylazide and acetylene-benzylazide CuAAC reaction to probe the influence of IL structure, including the role of the base used to promote the reaction and the importance of water content. The use of 'wet' ILs led to remarkable changes in the kinetic profile of the reaction by eliminating the initial induction period. The reaction rate was found to be dependent on the copper(I) source. The effect of an added base was also studied, with the use of a tertiary amine-bearing IL leading to high conversions in under 5 min at ambient temperature. The results of this study highlight the nature and complexity of CuAAC reactions in ILs. As more ILs are getting involved in industrial processes, the data obtained from this study are valuable for better understanding processes that affect the CuAAC reaction in IL media and for creating customized systems for organic synthesis, thus improving the efficiency and sustainability of such processes.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
