Cation-controlled emission of crowned acetophenone

BODIPY‐Equipped Benzo‐Crown‐Ethers as Fluorescent Sensors for pH Independent Detection of Sodium and Potassium Ions

“…In the case of other more biologically relevant cations such as Sr 2+ , Ba 2+ and Pb 2+ we noted that the fluorescence of 6 is however significantly enhanced (cf. Figure S7d), which was similarly observed for a series of benzo‐18‐crown‐6 based fluorescent probes in previous studies [22a,b] . However, after the addition of Na + to 5 in the presence of K + , NH 4 + , Mg 2+ , Ca 2+ , Sr 2+ , Ba 2+ , Li + , Rb + , Cs + , Al 3+ , Pb 2+ , Cr 3+ , Mn 2+ , Fe 3+ , Co 2+ , Ni 2+ , Cu 2+ , Ag + , Zn 2+ , Cd 2+ or Hg 2+ , 5 shows a FEF, which is comparable to the FEF induced only by 150 mM Na + (cf.…”

Selective and pH‐Independent Detection of Ba2+ in Water by a Benzo‐21‐crown‐7‐Functionalized BODIPY

“…Inherent to design highly cation selective fluorescent probes, selectivity is predetermined by the ionophore. We selected as a promising selective Ba 2 + ionophore the benzo-21crown-7 due to its high affinity to Ba 2 + in polar solvents [14,15] and the tetramethylated BODIPY as highly (photo)chemical stable fluorophore [16] (cf. Scheme 1, fluorescent probe 1).…”

“…[11b,12a] Interestingly, the acetyl substituted benzo-21-crown-7 ether based fluorescent probe showed much higher selectivity and fluorometric preference to Ba 2 + in an ethanol/methanol (4/ 1, v/v) mixture. [14] Pioneering work by Blakemore et al on a set of benzo-crown ether substituted boron dipyrromethene (BODIPY) dyes the influence of alkali and earth alkali metal ions on the fluorescence behavior in methanol. [15] The dye equipped with a benzo-21-crown-7 showed a small FE upon Ba 2 + addition by a factor of 1.4 in the organic solvent methanol.…”

“…However these 18‐membered crown ethers used as Ba 2+ ionophore also showed unwanted cross sensitivity to K + [11b,12a] . Interestingly, the acetyl substituted benzo‐21‐crown‐7 ether based fluorescent probe showed much higher selectivity and fluorometric preference to Ba 2+ in an ethanol/methanol (4/1, v/v) mixture [14] . Pioneering work by Blakemore et al.…”

Cation-sensitive fluorescence of polymers bearing crowned acetophenone moieties

“…3"8 Recently, we reported that the emission of crowned acetophenones changes in response to alkali and P15: n-1, X=0,049 P18: n=2, X=0.049 P21: n-3, X-0.048 alkaline earth metal cations. 9 In this paper we report the effect of alkali metal cations on the fluorescence properties of polyelectrolytes bearing crowned acetophenone moieties as fluoroionophores. Since the COO" groups in the polymer chain increase the concentration of cations close to the polymer-bound crown ethers, the sensitivity of the change in the fluorescence intensities toward cations would be enhanced compared to that of the corresponding model compound.…”