Abstract
A series of imidazolium moiety tagged planar chiral ferrocenyl oxazoline phosphine (FimiOAXP) ligands were designed and synthesised. In connection with their usefulness as ligands for asymmetric 1,3-dipolar cycloadditions of azomethine ylides with nitroalkenes, the catalysts were prepared in situ by treatment of copper(I) perchlorate and FimiOAXP. In the presence of a weak base, the pyrrolidine analogues were obtained in satisfactory yields and with excellent enantioselectivities (up to 99% ee). Through the experimental and computational outcomes, ion effect between the imidazolium moiety and azomethine ylide proved to be an essential factor for the excellent enantioselectivity. Moreover, with the benefit of the imidazolium moiety, the asymmetric 1,3-dipolar cycloaddition underwent in DCM/ionic liquids combined solvent for the first time. Taking advantage of the occasion, the catalyst could be recycled and reused for at least five times.
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.
