title: Synthesis, spectroscopic and theoretical studies of two novel tripodal imine-phenol ligands and their complexation with Fe(III).
abstract: Two novel tripodal imine-phenol ligands, cis,cis-1,3,5-tris{(2-hydroxybenzilidene)aminomethyl}cyclohexane (TMACHSAL, L(1)) and of cis,cis-1,3,5-tris{[(2-hydroxyphenyl)ethylidene]aminomethyl}cyclohexane (Me(3)-TMACHSAL, L(2)) have been synthesized and characterized by elemental analyses and various spectral (UV-vis, IR and (1)H and (13)C NMR) data. The complexation reactions of the ligands with H(+) and Fe(III) were investigated by potentiometric and spectrophotometric methods at an ionic strength of 0.1M KCl and 25 +/- 1 degrees C in aqueous medium. Three protonation constants each for ligands L(1) and L(2) were determined and were used as input data to evaluate the formation constants of the metal complexes. Formations of metal complexes of the types FeLH(3), FeLH(2), FeLH, FeL and FeLH(-1) were depicted in solution. Experimental evidences suggested for a formation of tris(iminophenolate) type metal complex by the ligands. The ligand L(1) showed higher affinity towards iron(III) than L(2). The pFe value related to L(1) (pFe = 20.14) is approximately four units higher than L(2) (pFe = 16.41) at pH = 7.4. The structures of the metal complexes were proposed through the molecular mechanics calculation using MM3 force field followed by semi-empirical PM3 method.
authors.affiliation: Department of Chemistry, Sant Longowal Institute of Engineering & Technology (Deemed to-be University), Longowal 148106, Punjab, India. b.kanungo@vsnl.com
authors.forename: B K
authors.initials: BK
authors.lastname: Kanungo
authors.forename: Minati
authors.initials: M
authors.lastname: Baral
authors.forename: Suban K
authors.initials: SK
authors.lastname: Sahoo
authors.forename: S E
authors.initials: SE
authors.lastname: Muthu
mesh_terms: D007097:Imines / Q000138:chemical synthesis / Q000737:chemistry*; D007501:Iron / Q000737:chemistry*; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D019800:Phenol / Q000138:chemical synthesis / Q000737:chemistry*; D011522:Protons; D013055:Spectrophotometry, Infrared
chemical_list: D007097:Imines; D008024:Ligands; D011522:Protons; D019800:Phenol; D007501:Iron