Selective complexation of 3d metal(II) ions with multidentate and chiral isomers derived from condensation of 2-pyridinecarboxaldehyde with triethylenetetramine.
Condensation of 2-pyridinecarboxaldehyde with a stoichiometric amount of triethylenetetramine in isopropyl alcohol yields a mixture of at least two products, a Schiff dibase L(1) and a cyclization product with two imidazolidine rings L(2), and possibly a Schiff monobase with one imidazolidine ring L(3). The 3d metal(II) salts, Mn(SCN)(2), MnCl(2), CuBr(2), MnI(2) and ZnBr(2), react selectively with L(1) or L(2) in this mixture solution to produce Mn(L(2))(NCS)(2) 1, Mn(L(2))Cl(2) 2, [Cu(L(2))Br]Br x H(2)O 3, [Mn(L(1))]I(2) 4, and [Zn(L(1))][ZnBr(4)] 5 , respectively. The presence of the two imidazolidine rings in the coordinated ligand L(2) of 1-2 generates two chiral carbon centers. The Mn(II) ion coordinates stereo-selectively to the [R,R] or [S,S] form of the L(2) in hexa-coordinate Mn(II) compounds 1 and 2, whereas the Cu(II) ion coordinates with the meso [R,S] form of L(2) in 3.
Lee
Yong-Min
YM
Department of Chemistry and Nano Science, Center for Biomimetic Systems, Ewha Womans University, Seoul, 120-750, Korea.
Kim
Eun-Sook
ES
Kim
Hee-Jin
HJ
Choi
Hee Jung
HJ
Kim
Young-Inn
YI
Kang
Sung Kwon
SK
Choi
Sung-Nak
SN
D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008670:Metals / Q000737:chemistry*; D008958:Models, Molecular; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism; D014266:Trientine / Q000737:chemistry*
D008670:Metals; D011725:Pyridines; C522921:picolinaldehyde; D014266:Trientine