Synthesis of Eu(III) and Tb(III) complexes with novel pyridine dicarboxylic acid derivatives and their fluorescence properties
Tóm tắt
Starting from pyridine-2,6-dicarboxylic acid (DPA), a series of novel pyridine-2,6-dicarboxylic acid derivatives were synthesized. In these compounds, 4-(hydroxymethyl)pyridine-2,6-dicarboxylate (4-HMDPA) and 4-[(bis-carboxymethyl-amino)-methyl]-pyridine-2,6-dicarboxylic acid (4-BMDPA) were used as multifunctional ligands to coordinate with Tb(III) and Eu(III) and the complexes were prepared. The fluorescence properties of the solid complexes and their solutions were investigated in detail. The results indicated that the weak election-withdrawing group 4-hydroxymethyl in 4-position of pyridine in 4-HMDPA could weaken the fluorescence intensity of the lanthanide complexes. The contradistinctive experimental results showed that the fluorescence intensities of these complexes are related to pH values of the aqueous solutions and the dipole moments of solvent molecules: in the neutral aqueous solutions, the fluorescence intensities of these complexes were strongest, while the dipole moments were lower when the fluorescence intensities were stronger. 4-BMDPA is the better sensitizer and may be used as time-resolved fluoroimmunoassay.
Tài liệu tham khảo
Riehl J.P., Richardson F.S. Metallobiochemistry, Part C, New York: Academic Press, 1993: 539–540
Murrell W.G. Advances in Microbial Physiology, Landon and New York: Academic Press, 1967, 1: 113–115
Riehl J.P., Richardon F.S. Circularly polarized luminescene spectroscopy, Chem. Rev., 1986, 86(1): 1–16
Swarnabala G., Rajasekharan M. V. [Ca(dipiCH2)(OH2)3] [Ce(dipic)2] 5H2O: a one-dimensional coordination polymer with alternating CeN3O6 and CaNO7 polyhedra. Inorg. Chem., 1998, 37: 1483–1485
Groves J. T., Kady I. O. Sequence-specific cleavage of DNA by olignucleotide-bound metal complexes. Inorg. Chem., 1993, 32: 3868–3872
Lamture J. B., Wensel T. G. A novel reagent for labeling macromolecules with intensely luminescene lanthanide complexes. Tetrahedron Letters, 1993, 34: 4141–4144
Mukkala V. M., Kankare J. J. New 2,2’-dipyridine derivatives and their luminescence properties with europium (III) and terbium(III) ions. Helv. Chim. Acta, 1992, 75: 1578–1592
Lamture J. B., Zhou Z. H., Kumar A. S., Wensel T.G. Luminescene properties of terbium (III) complexes with 4-substituted dipicolinic acid. Inorg. Chem., 1995, 34: 864–869
Motekaitis R. J., Martell A. E., Potentiometric determination of the stabilites of cobalt(II) complexes of polyamine Schiff bases and their dioxygen adducts. Inorg. Chem., 1988, 27: 2718–2724
Xing Qi-Yi. Preliminary Organic Chemistry, Beijing: Higher Education Press, 1994: 893
Vismara E., Fontana F., Minisci F. A new procedure for the selective α-oxyalkylation of heteroaromatic bases by cyclic ethers and hydrogen peroxide. Organic Preparations Procedures Int., 1988, 20(2): 105–109
Donato H. J., Martin R. B. Dipolar shifted structure in aqueous solutions of 3:1 lanthanide complexes of 2,6-dipicolinate. J. Am. Chem. Soc., 1972, 94: 4 129–4 131
Yin Xian-Hong, Tan Min-Yu. Studies on luminescence properties of Tb complexes of pyridine 2,6-dicarboxylic acid derivatives. Journal of the Chineses Rare Earth Society, 2001, 19(6): 555–560
Mcrae E. G. J. Theory of solvent effects on molecular electric spectra, frequency shifts. Phys. Chem., 1957, 61: 562–572