Unveiling Halogen-Bonding Interactions between a Pyridine-Functionalized Fluoroborate Dye and Perfluorohaloarenes with Fluorescence Spectroscopy.

We have studied the halogen-bonding interactions of a pyridine-functionalized fluoroborate dye with perfluorohaloarenes (C 6 F 6 , C 6 F 5 Cl, C 6 F 5 Br, and C 6 F 5 I) in the two-component-only liquid phase using fluorescence spectroscopy. Based on the results of spectroscopic measurements and electronic-structure calculations, we have confirmed the stability only for the complex between C 6 F 5 I and the emissive dye, and it has been demonstrated that halogen-bonding interactions are accompanied by significant Stokes shifts for the ππ* band. We also provide experimental evidence that for this complex, the emission is quenched due to a simultaneous decrease of radiative and increase of nonradiative decay rate constants upon halogen-bonding interactions.