Effect of methylation to an ethylenediamine receptor-based fluorescence signaling system: Solvent dependence, metal ion selectivity and photophysical studies

被引:8
作者
Bag, Bamaprasad [1 ]
Bharadwaj, Parimal K. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India
关键词
fluorescence enhancement; photoinduced electron transfer; metal-ion selectivity; ethylenediamine receptor;
D O I
10.1016/j.jlumin.2006.04.010
中图分类号
O43 [光学];
学科分类号
070207 ; 0803 ;
摘要
A fluorescence signaling system (L-1) has been synthesized in the format, 'fluorophore-spacer-receptor' with an 'amino-alkyl-amino' group as the receptor where an anthracene and a 2,4-dinitrobenzene moieties are attached at two ends. As evident from the photophysical behavior of this system, attachment of methyl groups to the donor N atoms not only increases the charge-transfer character of the signaling system, but imparts structural rigidity and perturbs the binding ability of the receptor core, that results in selective fluorescence enhancement in presence of Zn(II). Solid-state structure of L-1 is determined by X-ray crystallography. (C) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:27 / 36
页数:10
相关论文
共 44 条
[1]   SIR97:: a new tool for crystal structure determination and refinement [J].
Altomare, A ;
Burla, MC ;
Camalli, M ;
Cascarano, GL ;
Giacovazzo, C ;
Guagliardi, A ;
Moliterni, AGG ;
Polidori, G ;
Spagna, R .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1999, 32 :115-119
[2]   Attachment of electron-withdrawing 2,4-dinitrobenzene groups to a cryptand-based receptor for Cu(II)/H+-specific exciplex and monomer emissions [J].
Bag, B ;
Bharadwaj, PK .
ORGANIC LETTERS, 2005, 7 (08) :1573-1576
[3]   Perturbation of the PET process in fluorophore-spacer-receptor systems through structural modification: Transition metal induced fluorescence enhancement and selectivity [J].
Bag, B ;
Bharadwaj, PK .
JOURNAL OF PHYSICAL CHEMISTRY B, 2005, 109 (10) :4377-4390
[4]   Cryptand-based fluorescent signaling systems: high enhancement with transition, inner-transition as well as heavy main-group metal ions [J].
Bag, B ;
Bharadwaj, PK .
JOURNAL OF LUMINESCENCE, 2004, 110 (1-2) :85-94
[5]   Photophysical and transition-metal ion signaling behavior of a three-component system comprising a cryptand moiety as the receptor [J].
Banthia, S ;
Samanta, A .
JOURNAL OF PHYSICAL CHEMISTRY B, 2002, 106 (21) :5572-5577
[6]  
Bharadwaj PK, 2003, PROG INORG CHEM, V51, P251
[7]  
BIRKS JB, 1970, PHOTOPHSICS AROMATIC
[8]   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
[9]  
Czarnik A.W., 1993, ACS S SERIES
[10]   CHEMICAL COMMUNICATION IN WATER USING FLUORESCENT CHEMOSENSORS [J].
CZARNIK, AW .
ACCOUNTS OF CHEMICAL RESEARCH, 1994, 27 (10) :302-308