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DOI: 10.1039/A605483H (Paper) Reference Section for: J. Chem. Soc., Dalton Trans., 1997, 833-838

Synthesis of some N,N[hair space]″-bis(amide) derivatives of diethylenetriaminepentaacetic acid and the stabilities of their complexes with Gd3+, Ca2+, Cu2+ and Zn2+

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Yun-Ming Wang, Tsann-Hwang Cheng, Gin-Chung Liu and Reu-Sheng Sheu

Abstract

Three N,N″-bis(amide) derivatives of H5dtpa (diethylenetriamine-N,N,N[hair space]′,N[hair space] ″,N[hair space]″-pentaacetic acid), H3L1 = bis- (isopropylamide), H3L2 = bis(tert-butylamide) and H3L3 = bis(benzylamide), were synthesized. Their protonation constants were determined by potentiometric titration in 0.10 mol dm-3 KCl and by NMR pH titration at 25 ± 0.1 °C. Stability and selectivity constants were measured to evaluate the possibility of using the corresponding gadolinium(III) complexes as magnetic resonance imaging contrast agents. The formation of the gadolinium(III), copper(II), zinc(II) and calcium(II) complexes were investigated quantitatively by potentiometry. The stability constant determined for GdIII is larger than those for CaII, ZnII and CuII for these octadentate ligands. The selectivity constants and modified selectivity constants of the amides for Gd3+ over endogenously available metal ions were calculated.

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