biostudies-literatureIglesias-Reguant AGeneralitat de CatalunyaNarodowe Centrum NaukiMinisterio de Ciencia e Innovación15159-15165https://www.ebi.ac.uk/biostudies/studies/S-EPMC9680022biostudies-literatureUnknown87(22)We have studied the halogen-bonding interactions of a pyridine-functionalized fluoroborate dye with perfluorohaloarenes (C<sub>6</sub>F<sub>6</sub>, C<sub>6</sub>F<sub>5</sub>Cl, C<sub>6</sub>F<sub>5</sub>Br, and C<sub>6</sub>F<sub>5</sub>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<sub>6</sub>F<sub>5</sub>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 The Journal of organic chemistryUnveiling Halogen-Bonding Interactions between a Pyridine-Functionalized Fluoroborate Dye and Perfluorohaloarenes with Fluorescence Spectroscopy.PMC96800222017SGR392019/35/B/ST5/00656PGC2018-098212-B-C22Misiaszek TZalesny ROsmialowski BZielak-Milewska JLuis JMIglesias-Reguant AfalseUnveiling 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<sub>6</sub>F<sub>6</sub>, C<sub>6</sub>F<sub>5</sub>Cl, C<sub>6</sub>F<sub>5</sub>Br, and C<sub>6</sub>F<sub>5</sub>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<sub>6</sub>F<sub>5</sub>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 2022-01-01T00:00:00Z2022 Nov2025-06-01T01:19:30.973Z2025-06-01T01:19:30.973ZS-EPMC96800223631773410.1021/acs.joc.2c01660