Effect of complexing atom, molecular structure of dipyrrolylmethene and its aza analog on spec tral luminescent properties of heteroleptic boron(III) and homoleptic zinc(II) complexes with 3,3',5,5' tet ramethyl 2,2' dipyrrolylmethene, 3,3',5,5' tetraphenyl 2,2' dipyrrolylmethene, and 3,3',5,5' tetraphenyl ms aza 2,2' dipyrrolylmethene in organic solvent solutions was studied. The complexes were found to exhibit strong chromophore (λ = 350-690 nm, ε ~ 10 5 L/mol cm) and fluorescent properties. Quantum yield (γ fl ) for fluoroborate complexes reaches 100% and is weakly dependent on medium nature. The value of γ fl for phenyl and alkyl substituted zinc(II) dipyrrolylmethenates in nonpolar solvents is not higher 0.3 and 0.03, respectively; complete fluorescence quenching is observed in electron donating solvents. Aza substitution at the meso spacer causes considerable shift of electronic absorption and fluorescence spectra to the red region but completely quenches fluorescence of zinc(II) chelates and decreases γ fl of boron(III) complex to 0.04.
3,3',5,5'-Tetraphenyl-2,2'-dipyrromethene was described as a highly sensitive and selective Off-on fluorescent colorimetric chemosensor for Zn based on the chelation-enhanced fluorescence (CHEF) effect. The reaction of dipyrromethene ligand with Zn induces the formation of the [ZnL] complex, which exhibits the increasing fluorescence in 120 fold compared with ligand in the propanol-1/cyclohexane (1:30) binary mixture. The Zn detection limit was 1.4 × 10 М. The UV-Vis and fluorescence spectroscopic studies demonstrated that the dipyrromethene sensor was highly selective toward Zn cations over other metal ions (Na, Mg, Co, Ni, Fe, Cu, Mn, Cd and Pb), excluding Hg.
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