Colorimetric and fluorescence turn-on sensor for biologically important anions based on carbazole derivative

被引：20

作者：

Shang, Xuefang ^{[1
]}

Li, Xinjuan ^{[2
]}

Han, Jie ^{[1
]}

Jia, Shenyu ^{[1
]}

Zhang, Jinlian ^{[3
]}

Xu, Xiufang ^{[4
]}

机构：

[1] Xinxiang Med Univ, Dept Chem, Xinxiang 453003, Henan, Peoples R China

[2] Henan Normal Univ, Dept Chem, Xinxiang 453007, Henan, Peoples R China

[3] Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Henan, Peoples R China

[4] Nankai Univ, Dept Chem, Tianjin 300071, Peoples R China

来源：

INORGANIC CHEMISTRY COMMUNICATIONS | 2012年 / 16卷

关键词：

Colorimetric sensor; Fluorescence; PET; Naked-eye; Carbazole; Determination limit; MOLECULAR RECOGNITION; FLUORIDE; RECEPTOR; ION; THIOUREA; BINDING; CHEMISTRY; SAPPHYRIN; PEPTIDES;

D O I：

10.1016/j.inoche.2011.11.025

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A colorimetric and fluorescent anion chemosensor containing carbazole group has been designed and synthesized based on photoinduced electron transfer (PET). The strong basic anions such as F-, AcO- and H2PO4- resulted in significant red-shift in absorption band and enhancement in fluorescent emission intensity of the compound 1, synchronously accompanied by a "naked eye" color change from light yellow to orange-yellow in organic medium. The determination limit of sensor 1 toward H2PO4- is 1.0 x 10(-6) mol.L-1. H-1 NMR titration experiments shed light on the nature of the interaction between 1 and the anions. Theoretical investigation further illustrated the possible binding mode of host-guest and the roles of molecular frontier orbitals in anion binding. (C) 2011 Elsevier B.V. All rights reserved.

引用

页码：37 / 42

页数：6

共 47 条

[1] What anions do to N-H-containing receptors [J].

Amendola, Valeria ;

Esteban-Gomez, David ;

Fabbrizzi, Luigi ;

Licchelli, Maurizio .

ACCOUNTS OF CHEMICAL RESEARCH, 2006, 39 (05) :343-353

[2] Synthesis and recognition properties of a class of simple colorimetric anion chemosensors containing OH and CONH groups [J].

Bao, Xiaoping ;

Zhou, Yuhui .

SENSORS AND ACTUATORS B-CHEMICAL, 2010, 147 (02) :434-441

[3] Urea-, thiourea-, and guanidine-linked glycooligomers as phosphate binders in water [J].

Blanco, Jose L. Jimenez ;

Bootello, Purificacion ;

Benito, Juan M. ;

Mellet, Carmen Ortiz ;

Fernandez, Jose M. Garcia .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (14) :5136-5143

[4] Nature of urea-fluoride interaction:: Incipient and definitive proton transfer [J].

Boiocchi, M ;

Del Boca, L ;

Gómez, DE ;

Fabbrizzi, L ;

Licchelli, M ;

Monzani, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (50) :16507-16514

[5] Amide based receptors for anions [J].

Bondy, CR ;

Loeb, SJ .

COORDINATION CHEMISTRY REVIEWS, 2003, 240 (1-2) :77-99

[6] (Benzylideneamino)thioureas - Chromogenic interactions with anions and N-H deprotonation [J].

Bonizzoni, Marco ;

Fabbrizzi, Luigi ;

Taglietti, Angelo ;

Tiengo, Federico .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (16) :3567-3574

[7] ION-RESPONSIVE FLUORESCENT COMPOUNDS .4. EFFECT OF CATION BINDING ON THE PHOTOPHYSICAL PROPERTIES OF A COUMARIN LINKED TO MONOAZA-CROWN AND DIAZA-CROWN ETHERS [J].

BOURSON, J ;

POUGET, J ;

VALEUR, B .

JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (17) :4552-4557

[8] Alfred Werner revisited: The coordination chemistry of anions [J].

Bowman-James, K .

ACCOUNTS OF CHEMICAL RESEARCH, 2005, 38 (08) :671-678

[9] Anion receptor chemistry: highlights from 2007 [J].

Caltagirone, Claudia ;

Gale, Philip A. .

CHEMICAL SOCIETY REVIEWS, 2009, 38 (02) :520-563

[10] 1,8-diamino-3,6-dichlorocarbazole: A promising building block for anion receptors [J].

Chmielewski, MJ ;

Charon, M ;

Jurczak, J .

ORGANIC LETTERS, 2004, 6 (20) :3501-3504

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