Highly selective fluorescent sensing of Cu2+ ion by an arylisoxazole modified calix[4]arene

被引：67

作者：

Chang, Kai-Chi ^{[1
]}

Luo, Li-Yang ^{[1
]}

Diau, Eric Wei-Guang ^{[1
]}

Chung, Wen-Sheng ^{[1
]}

机构：

[1] Natl Chiao Tung Univ, Dept Appl Chem, Hsinchu 30050, Taiwan

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 34期

关键词：

D O I：

10.1016/j.tetlet.2008.06.060

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel fluorescent chemosensor 1 with two anthraceneisoxazolymethyl groups at the lower rim of calix[4]arene has been synthesized, which revealed a dual emission (monomer and excimer) when excited at 375 nm. This chemosensor displayed a selective fluorescence quenching only with Cu2+ ion over all other metal ions examined. When Cu2+ ion was bound to 1, the fluorescence intensities of both monomer and excimer were quenched. Furthermore, the association constant for the 1:1 complex of 1.Cu2+ was determined to be (1.58 +/- 0.03) x 10(4) M-1. (c) 2008 Elsevier Ltd. All rights reserved.

引用

页码：5013 / 5016

页数：4

共 47 条

[1] Factors influencing solvent adduct formation by calixarenes in the solid state [J].

Asfari, Z ;

Bilyk, A ;

Bond, C ;

Harrowfield, JM ;

Koutsantonis, GA ;

Lengkeek, N ;

Mocerino, M ;

Skelton, BW ;

Sobolev, AN ;

Strano, S ;

Vicens, J ;

White, AH .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (03) :387-396

[2] Calix[4]arene-based, Hg2+-induced intramolecular fluorescence resonance energy transfer chemosensor [J].

Ben Othman, Amel ;

Lee, Jeong Won ;

Wu, Jia-Sheng ;

Kim, Jong Seung ;

Abidi, Rym ;

Thuery, Pierre ;

Strub, Jean Marc ;

Van Dorsselaer, Alain ;

Vicens, Jacques .

JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (20) :7634-7640

[3] CATION-DIRECTED PHOTOCHEMISTRY OF AN ANTHRACENO-CROWN ETHER [J].

BOUASLAURENT, H ;

CASTELLAN, A ;

DANEY, M ;

DESVERGNE, JP ;

GUINAND, G ;

MARSAU, P ;

RIFFAUD, MH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (02) :315-317

[4] New fluorescence-quenching process through resumption of PET process induced by complexation of alkali metal ion [J].

Bu, JH ;

Zheng, QY ;

Chen, CF ;

Huang, ZT .

ORGANIC LETTERS, 2004, 6 (19) :3301-3303

[5] NEW REAGENTS FOR THE SYNTHESES OF FLUORESCENT CHEMOSENSORS - ANTHRYLOGOUS ETHYLENE DIBROMIDES [J].

CHAE, MY ;

CHERIAN, XM ;

CZARNIK, AW .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (21) :5797-5801

[6] Triazole- and azo-coupled calix[4]arene as a highly sensitive chromogenic sensor for Ca2+ and Pb2+ ions [J].

Chang, Kai-Chi ;

Su, In-Hao ;

Lee, Gene-Hsiang ;

Chung, Wen-Sheng .

TETRAHEDRON LETTERS, 2007, 48 (41) :7274-7278

[7] Triazole-modified calix[4]crown as a novel fluorescent on-off switchable chemosensor [J].

Chang, Kai-Chi ;

Su, In-Hao ;

Senthilvelan, Annamalai ;

Chung, Wen-Sheng .

ORGANIC LETTERS, 2007, 9 (17) :3363-3366

[8] A PCT-based, pyrene-armed calix[4]crown fluoroionophore [J].

Choi, Jung Kyu ;

Kim, Su Ho ;

Yoon, Juyoung ;

Lee, Keun-Hyeung ;

Bartsch, Richard A. ;

Kim, Jong Seung .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (21) :8011-8015

[9]

Connors K. A., 1987, Binding Constants: The Measurement of Molecular Complex Stability

[10] DESPERATELY SEEKING SENSORS [J].

CZARNIK, AW .

CHEMISTRY & BIOLOGY, 1995, 2 (07) :423-428

← 1 2 3 4 5 →