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Journal of Structural Chemistry

2017 year, number 2

STRUCTURAL DIVERSITIES AND PRELIMINARY ANTIMICROBIAL STUDIES OF 1-((E)-(PENTYLIMINO)METHYL)NAPHTHALEN-2-OL AND ITS METAL COMPLEXES

M. Ahmad1, Z. Perveen1, A. J. Bortoluzzi2, S. Hameed3, M. R. Shah4, M. Tariq3,5, G. Din1, M. Anwar1
1University Road, Peshawar-25120, Pakistan
2Universidade Federal de Santa Catarina, Florianopolis, Brazil
3Quaid-I-Azam University, Islamabad-45320, Pakistan
4Chemistry University of Karachi, Karachi-75270, Pakistan
5Chemistry Shaheed Benazir University, Sheringal-18050, Pakistan
Keywords: 2-hydroxynaphthaldehyde, n-amyl amine, zwitterions, octahedral, centrosymmetric square planar, antimicrobial

Abstract

Schiff bases and their metal complexes have a number of biological activities such as antidepressant, analgesic, antimicrobial, antiviral, and antitumor. In the present studies, the 1-(( E )-(pentylimino)methyl)naphthalen-2-ol ligand is prepared by the reaction of 2-hydroxynaphthaldehyde with n -amyl amine. The ligand results in CoL3, NiL2 and CuL2 complexes when reacted with the cobalt acetate, nickel acetate, and copper acetate salts respectively. The complexes along with their ligand are fully characterized by X-ray diffraction studies and biologically screened. The ligand structure reveals that it is a zwitterion species where the iminic nitrogen atom is protonated and the C-O bond shows a high double bond character. The cobalt complex has an octahedral geometry around the metal center and each nitrogen atom is in the trans position to the oxygen donor site. On the other hand, the copper complex shows a centrosymmetric square planar coordination, and in this case, the nitrogen sites are trans to each other. The complexes and the ligand are found to be more potent than the standard drugs used against some microbes in their preliminary biological studies.