Complexation of metal ions with the novel 2-hydroxy-1-naphthaldehyde-derived diamine Schiff base carrying a macrobicyclic moiety with N2O2S2 mixed donor in acetonitrile-dichloromethane

被引：18

作者：

Basoglu, Aysel ^{[1
]}

Parlayan, Semanur ^{[1
]}

Ocak, Mirac ^{[1
]}

Alp, Hakan ^{[2
]}

Kantekin, Halit ^{[1
]}

Ozdemir, Mustafa ^{[1
]}

Ocak, Ommuhan ^{[1
]}

机构：

[1] Karadeniz Tech Univ, Dept Chem, Fac Arts & Sci, TR-61080 Trabzon, Turkey

[2] Karadeniz Tech Univ, Macka Vocat Sch, TR-61080 Trabzon, Turkey

来源：

POLYHEDRON | 2009年 / 28卷 / 06期

关键词：

Macrobicyclic ligand; 2-Hydroxy-1-naphthaldehyde; Fluoresce lice spectroscopy; Stability constant; Metal cation; INTRAMOLECULAR PROTON-TRANSFER; KETO-ENOL-TAUTOMERISM; NMR; ANILS; SPECTROSCOPY; DERIVATIVES; STATE;

D O I：

10.1016/j.poly.2009.01.035

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new Schiff base containing a macrobicyclic moiety was designed and synthesized by reaction of the corresponding macrobicyclic diamine compound and 2-hyclroxy-1-naphthaldehyde. The influence of metal cations such as Zn2+, Mn2+, Fe2+, Fe3+, Co2+, Ni2+ and Pb2+ on the spectroscopic properties of the 2-hydroxy-1-naphtyl group linked to the macrobicyclic moiety with N202S2 mixed donor was investigated in acetonitrile-dichloromethane solution (9.5/0.5) by means of absorption and emission spectrometry. Emission spectra undergo a marked blue shift and enhancement of naphtyl fluorescene in the presence of Fe3+ and Zn2+. The presence of Pb2+, Mn2+, Fe2+, Co2+ and Ni2+ caused a quenching of naphtyl fluorescence. Especially, the quenching was higher than 90% in case of the interaction of Ni2+ and the ligand. The results of spectrophotometric and spectrofluorimetric titration experiments disclosed the complexation properties of the novel ligand with Zn2+, Co2+ and Ni2+ cations. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：1115 / 1120

页数：6

共 30 条

[1] Substituent and solvent effects on the proton transfer equilibrium in anils and azo derivatives of naphthol.: Multinuclear NMR study and theoretical calculations
Alarcón, SH
Olivieri, AC
Sanz, D
Claramunt, RM
Elguero, J
[J]. JOURNAL OF MOLECULAR STRUCTURE, 2004, 705 (1-3) : 1 - 9
[2] Synthesis and spectroscopic study of Schiff bases derived from trans-1,2-diaminocyclohexane.: Deuterium isotope effect on 13C chemical shift
Ambroziak, K
Rozwadowski, Z
Dziembowska, T
Bieg, B
[J]. JOURNAL OF MOLECULAR STRUCTURE, 2002, 615 (1-3) : 109 - 120
[3] Antonov L, 2000, J CHEM SOC PERK T 2, V6, P1173
[4] Synthesis of some new anils: Part 1. Reaction of 2-hydroxy-benzaldehyde and 2-hydroxy-naphthaldehyde with 2-aminopyridene and 2-aminopyrazine
Asiri, Abdullah M.
Badahdah, Khadija O.
[J]. MOLECULES, 2007, 12 (08): : 1796 - 1804
[5] ION-RESPONSIVE FLUORESCENT COMPOUNDS .2. CATION-STEERED INTRAMOLECULAR CHARGE-TRANSFER IN A CROWNED MEROCYANINE
BOURSON, J
VALEUR, B
[J]. JOURNAL OF PHYSICAL CHEMISTRY, 1989, 93 (09) : 3871 - 3876
[6] Crano JC, 1999, T APPL CHEM, P1
[7] Tautomerism in hydroxynaphthaldehyde anils and azo analogues: a combined experimental and computational study
Fabian, WMF
Antonov, L
Nedeltcheva, D
Kamounah, FS
Taylor, PJ
[J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2004, 108 (37) : 7603 - 7612
[8] Chemistry, photophysics, and ultrafast kinetics of two structurally related Schiff bases containing the naphthalene or quinoline ring
Fita, P.
Luzina, E.
Dziembowska, T.
Radzewicz, Cz.
Grabowska, A.
[J]. JOURNAL OF CHEMICAL PHYSICS, 2006, 125 (18)
[9] Keto-enol tautomerism of two structurally related Schiff bases: Direct and indirect way of creation of the excited keto tautomer
Fita, P
Luzina, E
Dziembowska, T
Kopec, D
Piatkowski, P
Radzewicz, C
Grabowska, A
[J]. CHEMICAL PHYSICS LETTERS, 2005, 416 (4-6) : 305 - 310
[10] A novel ZnII-sensitive fluorescent chemosensor assembled within aminopropyl-functionalized mesoporous SBA-15
Gao, Ling
Wang, Ying
Wang, Jianqiang
Huang, Li
Shi, Liying
Fan, Xiaoxing
Zou, Zhigang
Yu, Tao
Zhu, Mei
Li, Zhaosheng
[J]. INORGANIC CHEMISTRY, 2006, 45 (17) : 6844 - 6850

← 1 2 3 →