Spectroscopic, potentiometric and theoretical studies on the binding properties of a novel tripodal polycatechol-imine ligand towards iron(III).
A novel multidentate tripodal ligand, cis,cis-1,3,5-tris[(2,3-dihydroxybenzylidene)aminomethyl]cyclohexane (TDBAC, L) containing one catechol unit in each arms of a tripodal amine, cis,cis-1,3,5-tris(aminomethyl)cyclohexane was investigated as a chelator for iron(III) through potentiometric and spectrophotometric methods in an aqueous medium of 0.1N ionic strength and 25+/-1 degrees C as well as in ethanol by continuous variation method. From pH metric in water, three protonation constants characterized for the three-hydroxyl groups of the catechol units at ortho were used as input data to evaluate the stability constants of the complexes. Formation of monomeric complexes FeLH3, FeLH2, FeLH and FeL were depicted. In ethanol, formation of complexes FeL, Fe2L and Fe3L were characterized. Structures of the complexes were explained by using the experimental evidences and predicted through molecular modeling calculations. The ligand showed potential to coordinate iron(III) through three imine nitrogens and three catecholic oxygens at ortho to form a tris(iminocatecholate) type complex.
Kanungo
B K
BK
Department of Chemistry, Sant Longowal Institute of Engineering & Technology, Deemed to-be University, Longowal 148106, India. b.kanungo@vsnl.com
Sahoo
Suban K
SK
Baral
Minati
M
D002396:Catechols / Q000737:chemistry*; D003510:Cyclohexanes / Q000737:chemistry*; D004758:Enterobactin / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D007097:Imines / Q000737:chemistry*; D007477:Ions; D007501:Iron / Q000737:chemistry*; D008024:Ligands; D008956:Models, Chemical; D008962:Models, Theoretical; D008968:Molecular Conformation; D011199:Potentiometry / Q000379:methods; D011522:Protons; D012545:Schiff Bases / Q000737:chemistry*; D013053:Spectrophotometry / Q000379:methods*; D013055:Spectrophotometry, Infrared / Q000379:methods
C538816:1,3,5-tris((2,3-dihydroxybenzylidene)aminomethyl)cyclohexane; D002396:Catechols; D003510:Cyclohexanes; D007097:Imines; D007477:Ions; D008024:Ligands; D011522:Protons; D012545:Schiff Bases; D004758:Enterobactin; C506365:Cyclohexane; D007501:Iron