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Spectroscopic, Redox and Biological Studies of Push-Pull Porphyrins and Their Metal Complexes

  • Rajesh, K. (Department of Inorganic Chemistry, University of Madras) ;
  • Rahiman, A. Kalilur (PG & Research Department of Chemistry, The New College (Autonomous)) ;
  • Bharathi, K. Shanmuga (Department of Inorganic Chemistry, University of Madras) ;
  • Sreedaran, S. (Department of Chemistry, Arignar Anna Government Arts College) ;
  • Gangadevi, V. (School of Biological Sciences, Madurai Kamaraj University) ;
  • Narayanan, V. (Department of Inorganic Chemistry, University of Madras)
  • Received : 2010.04.08
  • Accepted : 2010.07.20
  • Published : 2010.09.20

Abstract

We have synthesized a series of push-pull porphyrins containing both donor and acceptor substituents at the mesopositions and have examined their spectral and biological properties. The push-pull porphyrins containing both strong donor $NH_2$ and acceptor $NO_2$ at meso-positions, in which donor group condensed with the ligand, (2,6-bis(4-methylpiperazine-1-yl-methyl)-4-formlyphenol (L) to form imine linkages with porphyrin. The Schiff base ligand 5-[4-(2,6-bis(4-methylpiperazine-1-yl-methyl)-4-iminomethylphenol)phenyl]-10,15,20-tris(4-nitrophenyl) porphyrin [$an_3$(TPP)L] can be synthesized from 2,6-bis(4-methylpiperazine-1-yl-methyl)-4-formylphenol (L) and 5-(4-aminophenyl)-10, 15,20-tris(4-nitrophenyl)porphyrin. The push-pull porphyrin [$an_3$(TPP)L] was metallated to get copper, nickel and zinc complexes. The spectral, electrochemical, antibacterial, antifungal and cytotoxicity properties of all the donor- acceptor push-pull porphyrins and their complexes were characterized and studied.

Keywords

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