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Mechanochemical and Conventional Synthesis of Copper(II) Coordination Polymers Bearing Arylhydrazone of Acetoacetanilide and Their Catalytic Activity in Conversion of Acetone to Acetic Acid
Author(s) -
Gurbanov Atash V.,
Martins Luísa M. D. R. S.,
Kopylovich Maximilian N.,
Sutradhar Manas,
Zubkov Fedor I.,
Mahmudov Kamran T.,
Pombeiro Armando J. L.
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202001836
Subject(s) - acetone , acetic acid , chemistry , copper , methanol , benzoic acid , catalysis , dimethylformamide , monomer , polymer chemistry , inorganic chemistry , polymer , nuclear chemistry , medicinal chemistry , organic chemistry , solvent
Copper(II) coordination polymers, [Cu( μ 2 ‐HL)] n ⋅n(CH 3 ) 2 C=O ( 1 ), [Cu( μ 1 ‐HL)(CH 3 OH)] n ( 2 ) and [Cu( μ 1 ‐HL)(H 2 O)] n ( 3 ) were isolated by recrystallization (in acetone, methanol and dimethylformamide, respectively) of an intermediate produced by a solid state ball milling reaction of CuCl 2 ⋅2H 2 O with 2‐(2‐(1,3‐dioxo‐1‐(phenylamino)butan‐2‐ylidene)hydrazinyl)benzoic acid (H 3 L). Reaction under conventional fully solution‐based conditions of CuCl 2 ⋅2H 2 O with H 3 L in acetone and dimethylformamide leads to 3 , and in methanol to the known monomeric compound [Cu(HL 1 )(H 2 O)(CH 3 OH)] ( 4 ). All the coordination polymers 1 − 3 act as homogenous catalysts for the peroxidative (H 2 O 2 ) oxidation of acetone to acetic acid with yields up to 50% and at room temperature.