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A copper(II)-Schiff base complex: Synthesis, structural characterization and catalytic oxidative coupling of 2-aminophenol
Author : Shreya Mahato and Bhaskar Biswas*
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ABSTRACT
This present study reports the synthesis, X-ray structural analysis, supramolecular architectures and oxidative coupling of 2-aminophenol of a copper(II)-Schiff base complex, [Cu(L)](H2O) (1) containing a previously reported Schiff base, H2L = 2,2ʹ-((1,2-phenylenebis(azanylylidene))bis(methanylylidene))diphenol. Crystal structure analysis reveals that Cu(II) centre adopts a square planar coordination geometry with R-3 space group. Investigation on self-assembled crystalline architecture displays that the aqua molecule in crystal lattice involves in significant intermolecular H-bonding to lead the formation of water mediated dimeric unit of Cu(II) complex. Noteworthy π···π interactions are operative strongly among the centroids of ligands to assemble Cu(II) complex in a zigzag 1D chain. The red highlighted spots in Hirshfeld surface suggests the active involvemen of C-H···O, O-H···O types H-bonding and π···π interactions. The catalytic aspects of Cu(II) complex has been evaluated towards oxidative dimerization of 2-aminophenol (2-AP) in methanol and found high catalytic efficiency, kcat/KM (h–1) as 2.14×105. Mass spectrometry studies of the Cu(II) complex with 2-AP ensures that the course of catalysis undergoes through enzyme-substrate adduct formation in solution phase.
KEYWORD
Copper(II), Schiff base, Hirshfeld surface analysis, X-ray structure, phenoxazinone synthase activity