Ferrocenyl derivative of 1,8-naphthalimide as a new turn-on fluorescent sensor for Au(III) ion

被引：48

作者：

Chinapang, Pondchanok ^{[1
]}

Ruangpornvisuti, Vithaya ^{[1
]}

Sukwattanasinitt, Mongkol ^{[1
,2
]}

Rashatasakhon, Paitoon ^{[1
,2
]}

机构：

[1] Chulalongkorn Univ, Dept Chem, Fac Sci, Bangkok 10330, Thailand

[2] Chulalongkorn Univ, Dept Chem, Nanotec CU Ctr Excellence Food & Agr, Fac Sci, Bangkok 10330, Thailand

来源：

DYES AND PIGMENTS | 2015年 / 112卷

关键词：

Fluorescence; Ferrocene; Sensor; Gold; Naphthalimide; Alkynophilicity; GOLD; SYSTEMS;

D O I：

10.1016/j.dyepig.2014.07.013

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Two new compounds containing a ferrocene unit and a strongly fluorescent naphthalimide moiety were designed and successfully synthesized. The incorporation of a hydrophilic triethylene glycol unit can enhance the water-solubility and facilitate the dispersion of compounds in aqueous media. The presence of the ferrocene unit in both compounds results in molecules with low quantum efficiencies due to the photo-induced electron transfer (PET) from naphthalimide to ferrocene. However, one of these compounds exhibits a selective fluorescent turn-on by the addition of Au(III) ion with low to negligible interference by 100-fold concentration of other metal ions in acetonitrile/water. Under optimum conditions, the detection limit for Au(III) ion was 95 ppb. (C) 2014 Elsevier Ltd. All rights reserved.

引用

收藏

页码：236 / 238

页数：3

相关论文

共 11 条

[1] Reaction-Based Fluorescent Sensing of Au(I)/Au(III) Species: Mechanistic Implications on Vinylgold Intermediates [J].

Egorova, Olga A. ;

Seo, Hyewon ;

Chatterjee, Amrita ;

Ahn, Kyo Han .

ORGANIC LETTERS, 2010, 12 (03) :401-403

[2] Ferrocene and ferrocenyl derivatives in luminescent systems [J].

Fery-Forgues, S ;

Delavaux-Nicot, B .

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2000, 132 (03) :137-159

[3] 1,8-naphthalimides as blue emitting fluorophores for polymer materials [J].

Grabchev, I ;

Petkov, C ;

Bojinov, V .

MACROMOLECULAR MATERIALS AND ENGINEERING, 2002, 287 (12) :904-908

[4] Oxidative DNA damage induced by HEPES (2-[4-(2-hydroxyethyl)-1-piperazinyl]ethanesulfonic acid) buffer in the presence of Au(III) [J].

Habib, A ;

Tabata, M .

JOURNAL OF INORGANIC BIOCHEMISTRY, 2004, 98 (11) :1696-1702

[5] Highly selective fluorescent probe for Au3+ based on cyclization of propargylamide [J].

Jou, Min Jung ;

Chen, Xiaoqiang ;

Swamy, K. M. K. ;

Kim, Ha Na ;

Kim, Hae-Jo ;

Lee, Sang-gi ;

Yoon, Juyoung .

CHEMICAL COMMUNICATIONS, 2009, (46) :7218-7220

[6] The effect of absorbance of Fe3+ on the detection of Fe3+ by fluorescent chemical sensors [J].

Lohani, Chuda Raj ;

Lee, Keun-Hyeung .

SENSORS AND ACTUATORS B-CHEMICAL, 2010, 143 (02) :649-654

[7] Ground-State Elevation Approach To Suppress Side Reactions in Gold-Sensing Systems Based on Alkyne Activation [J].

Seo, Hyewon ;

Jun, Mi Eun ;

Ranganathan, Koteeswari ;

Lee, Kyung-Ha ;

Kim, Kyong-Tai ;

Lim, Woocherl ;

Rhee, Young Min ;

Ahn, Kyo Han .

ORGANIC LETTERS, 2014, 16 (05) :1374-1377

[8] A Reaction-Based Sensing Scheme for Gold Species: Introduction of a (2-Ethynyl)benzoate Reactive Moiety [J].

Seo, Hyewon ;

Jun, Mi Eun ;

Egorova, Olga A. ;

Lee, Kyung-Ha ;

Kim, Kyong-Tai ;

Ahn, Kyo Han .

ORGANIC LETTERS, 2012, 14 (19) :5062-5065

[9] A Gold(III) Ion-Selective Fluorescent Probe and Its Application to Bioimagings [J].

Yang, Young-Keun ;

Lee, Sunho ;

Tae, Jinsung .

ORGANIC LETTERS, 2009, 11 (24) :5610-5613

[10] Recent progress in fluorescent and colorimetric chemosensors for detection of precious metal ions (silver, gold and platinum ions) [J].

Zhang, Jun Feng ;

Zhou, Ying ;

Yoon, Juyoung ;

Kim, Jong Seung .

CHEMICAL SOCIETY REVIEWS, 2011, 40 (07) :3416-3429