2008
DOI: 10.1021/ol800475d
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Cu2+-Induced Intermolecular Static Excimer Formation of Pyrenealkylamine

Abstract: Synthesis of monopyrenylalkylamine derivative 1 and its fluorescence behavior for Cu2+ in H2O/CH3CN (1:1, v/v) were investigated. Upon Cu2+ binding, 1, bearing a sulfonamide group, exhibited a marked excimer emission at 455 nm along with a weak monomer emission at 375 nm. The excimer emission, driven by formation of an intermolecular pyrenyl static excimer upon Cu2+ binding to the sulfonamide group, is rationalized by experimental and theoretical DFT calculation results.

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Cited by 180 publications
(58 citation statements)
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References 38 publications
(23 reference statements)
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“…[30][31][32] While excitation at 320 nm generates a weak excimer emission from the system, excitation at the aggregation absorption band (l exc = 450 nm) resulted in intense excimer emission, substantiating the existence of prearranged pyrene units in the ground state. The static nature of excimer formation was explicitly confirmed by examining the excitation spectra of II observed at 570 nm, which was redshifted (Dl = 40 nm) compared to that recorded at 415 nm.…”
Section: Full Papermentioning
confidence: 87%
“…[30][31][32] While excitation at 320 nm generates a weak excimer emission from the system, excitation at the aggregation absorption band (l exc = 450 nm) resulted in intense excimer emission, substantiating the existence of prearranged pyrene units in the ground state. The static nature of excimer formation was explicitly confirmed by examining the excitation spectra of II observed at 570 nm, which was redshifted (Dl = 40 nm) compared to that recorded at 415 nm.…”
Section: Full Papermentioning
confidence: 87%
“…For example, the accumulation of Cu 2+ in the liver and kidney may cause Wilson disease, hypoglycemia, dyslexia and infant liver damage [3,4] . Thus, the design and synthesis of colorimetric and/or fluorescent sensor with specific response to Cu 2+ have been studied extensively in the past few years due to not only its important role in life, but also its high toxicity to organisms [5,6] .…”
Section: Introductionmentioning
confidence: 99%
“…Popular mechanism for designing of fluorescent probes is generally based on intramolecular charge transfer (ICT) [13,14], photoinduced electron transfer (PET) [15][16][17], chelation enhanced fluorescence (CHEF) [18,19], monomer-excimer transformation [20,21], metal-ligand charge transfer (MLCT) [22,23], etc. Among them, metal-induced excimer formation is more popular ratiometric sensing technique where a broad fluorescence band is expected with the maxima at lower energy compared to emission from its monomer.…”
Section: Introductionmentioning
confidence: 99%