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Polymer supported copper(II) amine‐imine complexes in the C‐N and A 3 coupling reactions
Author(s) -
Bukowska Agnieszka,
Bukowski Wiktor,
Bester Karol,
Hus Krzysztof
Publication year - 2017
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.3847
Subject(s) - chemistry , coupling reaction , imine , polymer chemistry , amine gas treating , ethylenediamine , catalysis , iodobenzene , phenylacetylene , imidazole , organic chemistry
New polymer supported Cu(II) complexes based on an epoxy functionalized gel type resin were prepared using the multi‐stage procedures. The reactions of epoxy groups with ethylenediamine or tris(2‐aminoethyl)amine, and then NH 2 groups with salicylaldehydes were used for the preparation of a series of amine‐imine functionalized polymer supports. Copper(II) acetate was used as a source of metal ions. The complexes were characterized using ICP‐OES, FTIR, DR UV–Vis and TGA techniques, and tested as catalysts in two model C‐N and a series of A 3 coupling reactions. Their catalytic activity was rather low in the C‐N coupling reactions between imidazole and iodobenzene or phenylboronic acid. However, the second of the reactions could be conducted effectively under milder conditions. The complexes were efficient used as recyclable catalysts in the A 3 coupling reactions. A series of aromatic aldehydes and secondary amines and phenylacetylene could be coupled using 1% mol catalyst.