Synthesis, structure and catalytic promiscuity of a napthyl-pyrazole Mn(II) complex and structure–activity relationships. Issue 16 (18th August 2019)

• Record Type: Journal Article
• Authors: Jana, Abhimanyu; Brandão, Paula; Jana, Harekrishna; Jana, Atish Dipankar; Mondal, Gopinath; Bera, Pradip; Santra, Ananyakumari; Mahapatra, Ajit Kumar; Bera, Pulakesh
• Is Part Of: Journal of coordination chemistry. Volume 72:Issue 16(2019)
• Page Start: 2636
• Page End: 2653
• Publication Date: 2019-08-18
• Subjects: Napthyl/pyridine-pyrazole complexes -- X-ray crystallography -- phenoxazinone synthase -- catechol oxidase -- antimicrobial activity; Coordination compounds -- Periodicals; 541.2242
• DOI: 10.1080/00958972.2019.1658192
• Languages: English
• ISSNs: 0095-8972

Abstract

Abstract: The napthyl/pyridine-pyrazole-derived complexes, [Mn(L 1 )Cl2 ] (1 ), [Co(L 1 )Cl2 ] (2 ), [Cu(µ-Cl)(Cl)(L)]2 (3 ), [Cu2 (L)2 (N3 )3 (µ2-N3 )] (4 ), and [Co(L 2 )Cl2 ] (5 ) (where L 1 = bis-(3, 5-dimethyl-pyrazol-1-ylmethyl)-napthalen-1-ylmethyl-amine (L 1 ), L = 5-methyl-pyrazol-1-ylmethyl) -napthalen-1-ylmethyl-amine (L) and L 2 = 2-[2-(3, 5-dimethyl-pyrazol-1-yl)-1-methyl-ethyl]-pyridine), exhibited phenoxazinone synthase activity in methanol in the range 5–54 h −1 . Binuclear copper(II) derivatives 3 and 4 show better catalytic activities than manganese(II) and cobalt(II) derivatives. The kinetic studies reveal that phenoxazinone chromophore is produced via a complex-substrate intermediate. Further, 3 and 4 show catecholase activity in methanol in the presence of oxygen. All the complexes showed potent antimicrobial activity against the tested strains of bacteria and fungi. Complex 1 was synthesized for the first time by mixing L 1 and MnCl2 (1:1) and characterized by single-crystal X-ray crystallography, cyclic voltammetry, density functional theory, and thermogravimetry analysis. The present study suggests that napthyl/pyridyl-anchored pyrazole metal complexes are interesting scaffolds for the development of novel model compounds for biochemical reaction and efficient antimicrobial agents. Graphical Abstract: