Selective chromogenic response via regioselective binding of cations: a novel approach in chemosensor design

被引：12

作者：

Ataman, D ^{[1
]}

Akkaya, EU ^{[1
]}

机构：

[1] Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 22期

关键词：

chromogenic sensors; chemosensors; indoaniline dyes; calixarene derivatives;

D O I：

10.1016/S0040-4039(02)00725-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A calixdiquinone bis-indoaniline derivative with two kinds of potential binding sites, discriminates cations according to their charge/size ratio. Harder and highly oxophilic Eu(III) preferentially interacts with the lower rim quinone oxygens; whereas Na(I) binds to the azacrown moieties. As a consequence of the chromogenic sensor s design, these two binding events result in two different responses, Eu(III) causes a remarkable auxochromic change, but Na(I) produces a significant anti-auxochromic effect. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：3981 / 3983

页数：3

共 16 条

[1] AZOMETHINE DYES .2. COLOR AND CONSTITUTION OF ACYLACETAMIDE AZOMETHINE DYES [J].

BROWN, GH ;

FIGUERAS, J ;

GLEDHILL, RJ ;

KIBLER, CJ ;

MCCROSSEN, FC ;

PARMERTER, SM ;

VITTUM, PW ;

WEISSBERGER, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (11) :2919-2927

[2] High yields of meta-substituted amination products in the SNAr substitution of benzenes [J].

Brown, GR ;

Foubister, AJ ;

Ratcliffe, PD .

TETRAHEDRON LETTERS, 1999, 40 (06) :1219-1222

[3] A new Hg2+-selective chromoionophore based on calix[4]arenediazacrown ether [J].

Choi, MJ ;

Kim, MY ;

Chang, SK .

CHEMICAL COMMUNICATIONS, 2001, (17) :1664-1665

[4]

Czarnik A.W., 1993, INSTRUM SCI TECHNOL, DOI DOI 10.1080/10739149408001201

[5] A MOLECULAR PHOTOIONIC AND GATE BASED ON FLUORESCENT SIGNALING [J].

DE SILVA, AP ;

GUNARATNE, HQN ;

MCCOY, CP .

NATURE, 1993, 364 (6432) :42-44

[6] Combining luminescence, coordination and electron transfer for signalling purposes [J].

de Silva, AP ;

Fox, DB ;

Huxley, AJM ;

Moody, TS .

COORDINATION CHEMISTRY REVIEWS, 2000, 205 :41-57

[7]

de Silva AP, 2001, NACHR CHEM, V49, P602

[8]

de Silva AP, 2000, J AM CHEM SOC, V122, P3965

[9] Signaling recognition events with fluorescent sensors and switches [J].

de Silva, AP ;

Gunaratne, HQN ;

Gunnlaugsson, T ;

Huxley, AJM ;

McCoy, CP ;

Rademacher, JT ;

Rice, TE .

CHEMICAL REVIEWS, 1997, 97 (05) :1515-1566

[10] NEW CHROMOIONOPHORES [J].

DIX, JP ;

VOGTLE, F .

CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (02) :638-651

← 1 2 →