Origins of ‘on–off’ fluorescent behavior of 8-hydroxyquinoline containing chemosensors

Bronson, R. Todd; Montalti, Marco; Prodi, Luca; Zaccheroni, Nelsi; Lamb, Randy D.; Dalley, N. Kent; Izatt, Reed M.; Bradshaw, Jerald S.; Savage, Paul B.

doi:10.1016/j.tet.2004.08.062

Cited by 92 publications

(42 citation statements)

References 23 publications

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“…Two aminonaphthalimide fluorophores are incorporated within this classic PET system. The origin of the excellent "off-on" Hg 2þ -sensing ability of 10 [47] (though in mixed aqueous solution) is now analysed further [48]. X-ray crystallography of the complex, 10/Hg 2þ clearly showed that the metal is only bound by the pair of hydroxyquinolines and not by the diazacrown.…”

Section: Cation Inputsmentioning

confidence: 93%

Molecular Logic Gates and Luminescent Sensors Based on Photoinduced Electron Transfer

Silva

Uchiyama

2010

Luminescence Applied in Sensor Science

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The competition between Photoinduced electron transfer (PET) and other de-excitation pathways such as fluorescence and phosphorescence can be controlled within designed molecular structures. Depending on the particular design, the resulting optical output is thus a function of various inputs such as ion concentration and excitation light dose. Once digitized into binary code, these input-output patterns can be interpreted according to Boolean logic. The single-input logic types of YES and NOT cover simple sensors and the double- (or higher-) input logic types represent other gates such as AND and OR. The logic-based arithmetic processors such as half-adders and half-subtractors are also featured. Naturally, a principal application of the more complex gates is in multi-sensing contexts.

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Section: Cation Inputsmentioning

confidence: 93%

Molecular Logic Gates and Luminescent Sensors Based on Photoinduced Electron Transfer

Silva

Uchiyama

2010

Luminescence Applied in Sensor Science

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“…Then, the reaction mixture was poured into ice water and formed yellow precipitate was filtered off and dried to obtain desired sulfonyl chloride derivative. 1 …”

Section: Methodsmentioning

confidence: 99%

“…8-Hydroxyquinoline (8-HQ) is one of the most important chelators for metal ions and has been used extensively in a wide variety of analytical techniques and to constructing highly sensitive fluorescent sensors [1][2][3][4][5][6][7][8][9][10][11]. Among the 8-hydroxyquinoline complexes, Tris(8-hydroxyquinoline)aluminum (AlQ 3 ) has been successfully applied in organic light emitting diodes (OLED) [11][12][13][14][15][16][17][18][19] and some of the 8-HQ lanthanide complexes are promising candidates for practical applications in NIR-luminescent optical devices due to their excellent luminescent properties [20][21][22].…”

Section: Introductionmentioning

confidence: 99%

One pot synthesis of functionalized SBA-15 by using an 8-hydroxyquinoline-5-sulfonamide-modified organosilane as precursor

Badiei

Goldooz

Ziarani

et al. 2011

Journal of Colloid and Interface Science

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“…1,5 Fluoroionophores based on crown ether, azacrown ether, cryptand, 1,6 cyclodextrin 7-9 and calixarene 10,11 have been reported. These fluoroionophores were operated by energy transfer 12 and photoinduced electron transfer (PET) [13][14][15][16][17][18][19] between a donor and acceptor linked bond.…”

Section: Introductionmentioning

confidence: 99%

New “Off-On” Responsible Fluoroionophores for Alkaline Earth Metal Ions Based on Benzo-15-crown-5 Bearing 9-Phenanthreneacetamide

et al. 2009

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The photochemical behaviors of a series of 9-phenanthreneacetamide (PA) derivatives were investigated using UV, fluorescence, and 1 H-NMR spectroscopy in acetonitrile solutions. To apply the electron transfer (ET) action of PA as a detecting moiety of chemosensors, 4¢-(9-phenanthreneacetamido)-benzo-15-crown-5 (1) and 3¢-methyl-4¢-(9-phenanthreneacetamido)-benzo-15-crown-5 (2) were synthesized. After metal ion complex formation, the fluorescence intensity increased with increased concentration of the guest alkaline earth metal ions. The photochemical responses of the fluorescence intensity, as defined by the fluorescence intensity ratio (Imax/I0) between free and complex of 1 for Ca 2+ , was determined to be 4.76. However, the addition of guest ions in a solution of 2 greatly enhanced the fluorescence intensity of 2. The Imax/I0 of 2 was 16.6 for Ca 2+. The efficiency of ET of PA can be tuned by adding an electron-donating group onto a suitable position; fluorescent 2 was able to read out metal ions as an "Off-On" fluorescence signal.

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Origins of ‘on–off’ fluorescent behavior of 8-hydroxyquinoline containing chemosensors

Cited by 92 publications

References 23 publications

Molecular Logic Gates and Luminescent Sensors Based on Photoinduced Electron Transfer

Molecular Logic Gates and Luminescent Sensors Based on Photoinduced Electron Transfer

One pot synthesis of functionalized SBA-15 by using an 8-hydroxyquinoline-5-sulfonamide-modified organosilane as precursor

New “Off-On” Responsible Fluoroionophores for Alkaline Earth Metal Ions Based on Benzo-15-crown-5 Bearing 9-Phenanthreneacetamide

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