2018
DOI: 10.1002/chem.201802306
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A Ratiometric Fluorescent Probe for K+ in Water Based on a Phenylaza‐18‐Crown‐6 Lariat Ether

Abstract: This work presents two molecular fluorescent probes 1 and 2 for the selective determination of physiologically relevant K levels in water based on a highly K /Na selective building block, the o-(2-methoxyethoxy)phenylaza-18-crown-6 lariat ether unit. Fluorescent probe 1 showed a high K -induced fluorescence enhancement (FE) by a factor of 7.7 of the anthracenic emission and a dissociation constant (K ) value of 38 mm in water. Further, for 2+K , we observed a dual emission behavior at 405 and 505 nm. K increas… Show more

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Cited by 15 publications
(16 citation statements)
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“…Recently, we synthesized by CuAAC reactions (CuAAC=CuI‐catalyzed 1,3‐dipolar azide alkyne cycloaddition reaction) highly K + selective fluorescent probes for the exclusive determination of K + by fluorescence enhancements, fluorescence lifetime changes and by a ratiometric behavior at two emission wavelengths in water (cf. Scheme , see highly K + selective fluorescent probes K1 ‐ K4 ).…”
Section: Introductionmentioning
confidence: 99%
“…Recently, we synthesized by CuAAC reactions (CuAAC=CuI‐catalyzed 1,3‐dipolar azide alkyne cycloaddition reaction) highly K + selective fluorescent probes for the exclusive determination of K + by fluorescence enhancements, fluorescence lifetime changes and by a ratiometric behavior at two emission wavelengths in water (cf. Scheme , see highly K + selective fluorescent probes K1 ‐ K4 ).…”
Section: Introductionmentioning
confidence: 99%
“…Zn1 and Zn3 ). In the UV/Vis‐absorption spectra of Zn1 , Zn2 , Zn3 and Zn4 a second CT absorption at around 287 nm ( ZN1 ), at around 289 nm ( Zn2 ), at around 312 nm ( Zn3 ) and at around 311 nm ( Zn4 ) is observed (Figure S1a‐d), which is typical for π ‐conjugated 1,2,3‐triazol‐1,4‐diyl‐fluoroionophores [11a–e] . The long‐wavelength CT bands of Zn1 , Zn2 , Zn3 and Zn4 show only a small shift in the presence of Zn 2+ (Figures S1a‐d), but the Zn 2+ complexation by the ionophore in Zn1 , Zn2 , Zn3 and Zn4 can be seen from the short‐wavelength CT transitions.…”
Section: Resultsmentioning
confidence: 90%
“…In a further study, they developed selective fluorescent probes for K + by using the highly K + /Na + selective ionophore the N ‐(o‐2‐methoxyethoxy)phenylaza‐18‐crown‐6 (cf. K1 and K2 , Scheme 2) [11a–e] and for Na + by using the highly Na + /K + selective ionophore the N ‐(o‐methoxyphenyl)aza‐15‐crown‐5 (cf. Na1 and Na2 , Scheme 2).…”
Section: Introductionmentioning
confidence: 99%
“…in a multi‐step synthesis is a very highly K + ‐selective ionophore [2f] . Recently, we synthesized easily accessible and highly K + /Na + selective fluorescent probes based on a N ‐(2‐methoxyethoxyphenyl)aza‐18‐crown‐6 lariat ionophore [3a–c] by using Cu(I)‐catalyzed 1,3‐dipolar azide alkyne cycloaddition (CuAAC) reactions [4a,b] . Nowadays, this lariat ionophore is part of a set of highly K + selective indicators [5a–e] …”
Section: Introductionmentioning
confidence: 99%