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Cost Efficient Synthesis of Diaryl Ethers Catalysed by CuI, Imidazolium Chloride and Cs 2 CO 3
Author(s) -
Paul Sudeep,
Joy Bony P.,
Rajendran Rajarajan,
Gudimetla Vittal B.
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201900473
Subject(s) - catalysis , chemistry , aryl , chloride , carbonate , iodide , ligand (biochemistry) , copper , phenols , caesium , polymer chemistry , organic chemistry , alkyl , biochemistry , receptor
Synthetically versatile imidazolium chlorides, especially 1,3‐bis‐(2,6‐diisopropylphenyl)‐imidazolium chloride (IPrHCl) along with copper (I) iodide and cesium carbonate, were found to be useful to form C−O bonds via coupling of phenols and aryl/heteroaryl bromides. In this catalysis, the metal:ligand (Cu:IPr) loading was optimised to 1.0 mol%, making it an inexpensive and a simple one pot catalytic route for synthesising a variety of diaryl ethers. The catalytic cycle was probed by UV‐Vis, FT‐IR and HRMS techniques confirming involvement of a copper‐imidazolium‐carbonate complex.