Synthesis and crystal structure of imidazole containing amide as a turn on fluorescent probe for nickel ion in aqueous media. An experimental and theoretical investigation

被引：23

作者：

Annaraj, B. ^{[1
]}

Mitu, L. ^{[2
]}

Neelakantan, M. A. ^{[1
]}

机构：

[1] Natl Engn Coll, Chem Res Ctr, Kovilpatti 628503, Tamil Nadu, India

[2] Univ Pitesti, Dept Chem, Pitesti 110040, Romania

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2016年 / 1104卷

关键词：

Imidazole containing amide; Crystal structure; Fluorescence; Nickel ion sensor; Real samples; TRANSITION-METAL-IONS; CHEMOSENSOR; WATER; CARCINOGENICITY; RECOGNITION; DESIGN; SENSOR; HEAVY; DFT;

D O I：

10.1016/j.molstruc.2015.10.002

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Imidazole containing amide fluorescence probe (PAIC) for Ni2+ was designed and successfully synthesized in good yield by reaction between 1-methyl-1H-imidazole-2-carboxylic acid and L-phenylalanine methyl ester. The probe was characterized by FTIR, H-1 NMR, ESI-MS, UV-vis and fluorescence spectroscopy. Single crystal XRD analysis reveals that PAIC crystallizes in a monoclinic crystal lattice system with the space group of P-21/n. Chemosensor property of PAIC was tested against different metal ions by UV-vis and fluorescent techniques in aqueous medium. Test results show that PAIC has high selectivity for Ni2+ compared to other metal ions (Na+, K+, Ca2+, Ag+, Co2+, Cu2+, Fe2+, Fe3+, Hg2+, Mn2+, Zn2+ and Pb2+). Time-dependent density functional theory (TD-DFT) and configuration interaction singles (CIS) calculations were carried out to understand the sensing mechanism. The practical applicability of PAIC was tested in real water samples. (C) 2015 Elsevier B.V. All rights reserved.

引用

页码：1 / 6

页数：6

共 32 条

[1]

Anke M., 1984, IARC SCI PUBL, V53, P339

[2] Water-soluble pyridine-based colorimetric chemosensor for naked eye detection of silver ions: design, synthesis, spectral and theoretical investigation [J].

Annaraj, B. ;

Neelakantan, M. A. .

ANALYTICAL METHODS, 2014, 6 (24) :9610-9615

[3] DFT study on the ground state and excited state intramolecular proton transfer of propargyl arm containing Schiff bases in solution and gas phases [J].

Annaraj, B. ;

Pan, Sudip ;

Neelakantan, M. A. ;

Chattaraj, Pratim K. .

COMPUTATIONAL AND THEORETICAL CHEMISTRY, 2014, 1028 :19-26

[4]

[Anonymous], 2006, Mineral Commodity Summaries: Nickel

[5] Synthesis and applications of Rhodamine derivatives as fluorescent probes [J].

Beija, Mariana ;

Afonso, Carlos A. M. ;

Martinho, Jose M. G. .

CHEMICAL SOCIETY REVIEWS, 2009, 38 (08) :2410-2433

[6] Nickel carcinogenesis: Epigenetics and hypoxia signaling [J].

Costa, M ;

Davidson, TL ;

Chen, HB ;

Ke, QD ;

Zhang, P ;

Yan, Y ;

Huang, CS ;

Kluz, T .

MUTATION RESEARCH-FUNDAMENTAL AND MOLECULAR MECHANISMS OF MUTAGENESIS, 2005, 592 (1-2) :79-88

[7]

Davis J. R., 2000, ASM SPECIALTY HDB NI, P7

[8] Nickel essentiality, toxicity, and carcinogenicity [J].

Denkhaus, E ;

Salnikow, K .

CRITICAL REVIEWS IN ONCOLOGY HEMATOLOGY, 2002, 42 (01) :35-56

[9]

Farrugia L.J., 1997, J APPL CRYSTALLOGR, V30, P565, DOI DOI 10.1107/S0021889897003117

[10]

Frisch M. J., 2004, GAUSSIAN 03

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