Origins of 'on-off' fluorescent behavior of 8-hydroxyquinoline containing chemosensors

被引：90

作者：

Bronson, RT

Montalti, M

Prodi, L

Zaccheroni, N

Lamb, RD

Dalley, NK

Izatt, RM

Bradshaw, JS

Savage, PB

机构：

[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

[2] Brigham Young Univ, Dept Chem & Biochem, Provo, UT 84602 USA

来源：

TETRAHEDRON | 2004年 / 60卷 / 49期

关键词：

chemosensor; fluorescence; photophysical; general base; quinoline;

D O I：

10.1016/j.tet.2004.08.062

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Derivatives of 8-hydroxyquinoline were used as model compounds to probe the pathways of non-radiative relaxation of fluorophores in two fluorescent chemosensors. Results suggest that both photo-induced proton transfer and photo-induced electron transfer contribute to quenching the fluorescence of the chemosensors. Crystal structures of an 8-hydroxyquinoline-containing chemosensor complexed to various metal ions indicate that a proton shift occurs concomitant with complex formation. This proton shift precludes both photo-induced proton and electron transfer allowing fluorescence emission from chemosensor-metal ion complexes. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：11139 / 11144

页数：6

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