Proton-induced fluorescence switching in novel naphthalimide-dansylamide dyads

被引：50

作者：

Abad, S

Kluciar, M

Miranda, MA

Pischel, U

机构：

[1] Univ Politecn Valencia, CSIC, Inst Tecnol Quim, E-46022 Valencia, Spain

[2] Univ Porto, Dept Quim, REQUIMTE, P-4169007 Oporto, Portugal

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 25期

关键词：

D O I：

10.1021/jo0512195

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three novel bichromophoric dyads containing dansylamide and 1,8-naphthalimide linked by oligomethylene spacers of varying length were prepared. The fluorescent moiety can be reversibly selected by protonation/deprotonation of the dansyl residue via control of singlet-singlet energy transfer and photoinduced electron transfer, leading to a molecular optical switch with two spectrally distinguished "on" states.

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页码：10565 / 10568

页数：4

相关论文

共 36 条

[1] Hyperquad simulation and speciation (HySS): a utility program for the investigation of equilibria involving soluble and partially soluble species [J].

Alderighi, L ;

Gans, P ;

Ienco, A ;

Peters, D ;

Sabatini, A ;

Vacca, A .

COORDINATION CHEMISTRY REVIEWS, 1999, 184 :311-318

[2] Controlling the energy-transfer direction: an oligophenylenevinylene-phenanthroline dyad acting as a proton triggered molecular switch [J].

Armaroli, N ;

Eckert, JF ;

Nierengarten, JF .

CHEMICAL COMMUNICATIONS, 2000, (21) :2105-2106

[3] Pushing around electrons: towards 2-D and 3-D molecular switches [J].

Benniston, AC .

CHEMICAL SOCIETY REVIEWS, 2004, 33 (09) :573-578

[4] New fluorescence-quenching process through resumption of PET process induced by complexation of alkali metal ion [J].

Bu, JH ;

Zheng, QY ;

Chen, CF ;

Huang, ZT .

ORGANIC LETTERS, 2004, 6 (19) :3301-3303

[5] Synthesis, x-ray structure, and electrochemical and excited-state properties of multicomponent complexes made of a [Ru(Tpy)2]2+ unit covalently linked to a [2]-catenate moiety.: Controlling the energy-transfer direction by changing the catenate metal ion [J].

Cárdenas, DJ ;

Collin, JP ;

Gaviña, P ;

Sauvage, JP ;

De Cian, A ;

Fischer, J ;

Armaroli, N ;

Flamigni, L ;

Vicinelli, V ;

Balzani, V .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (23) :5481-5488

[6] Photochemical, photophysical and electrochemical properties of six dansyl-based dyads [J].

Ceroni, P ;

Laghi, I ;

Maestri, M ;

Balzani, V ;

Gestermann, S ;

Gorka, M ;

Vögtle, F .

NEW JOURNAL OF CHEMISTRY, 2002, 26 (01) :66-75

[7] A new reverse PET chemosensor and its chelatoselective aromatic cadmiation [J].

Choi, M ;

Kim, M ;

Lee, KD ;

Han, KN ;

Yoon, IA ;

Chung, HJ ;

Yoon, J .

ORGANIC LETTERS, 2001, 3 (22) :3455-3457

[8]

Daffy LM, 1998, CHEM-EUR J, V4, P1810, DOI 10.1002/(SICI)1521-3765(19980904)4:9<1810::AID-CHEM1810>3.0.CO

[9]

2-Y

[10] 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

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