Amidoxime fibers-copper–catalyzed cross-dehydrogenative coupling of N, N-dimethylanilines and aromatic terminal alkynes. Issue 7 (July 2021)

• Record Type: Journal Article
• Authors: Gao, Wei; Tao, Tingxian; Lu, Siyu; Xu, Siyi; Wu, Zhichuan
• Is Part Of: Journal of chemical research. Volume 45:Issue 7/8(2021)
• Page Start: 760
• Page End: 766
• Publication Date: 2021-07
• Subjects: amidoxime fibers -- cross-dehydrogenative coupling reaction -- Cu(II)-AOFs -- heterogeneous catalyst -- recycling; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.1177/1747519821997978
• Languages: English
• ISSNs: 1747-5198

Abstract

A heterogeneous Cu(II)-AOFs catalyst, Cu(II) supported on amidoxime fibers (AOFs), is successfully applied to the cross-dehydrogenative coupling of aromatic terminal alkynes and N, N -dimethylanilines to form propargylamines. The Cu(II)-AOFs catalyst shows high catalytic activity with the yields of the corresponding propargylamines reaching 90% at 70 °C for 4 h without the protection of an inert gas. The Cu(II)-AOFs coordinate with the imine ion intermediate generated during the reaction, making the coupling facile. X-ray photoelectron spectrometer, scanning electron microscope, and energy dispersive X-ray spectroscopy results show that Cu(II) successfully coordinates with N and O atoms on the surface of the fibers with the mutual conversion between monovalent and divalent Cu in the Cu-AOFs being the catalytically active center. The catalyst can be recycled more than four times, and the catalytic activity is not obviously reduced. This process represents a new pathway for the formation of propargylamines using a Cu(II)-AOFs catalyst.