Ultrafast Photoinduced Electron Transfer in Viologen‐Linked BODIPY Dyes |
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Authors: | Dr. Denis Frath Dr. James E. Yarnell Dr. Gilles Ulrich Prof. Felix N. Castellano Dr. Raymond Ziessel |
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Affiliation: | 1. Laboratoire de Chimie Organique et Spectroscopies Avancées, ICPEES, UMR 7515 au CNRS, Ecole Européene de Chimie, Polymère, et Matériaux, 25 rue Becquerel, 67087 Strasbourg Cedex (France), Fax: (+33)?3‐68‐85‐26‐89 http://icpees.unistra.fr/lcosa/;2. Department of Chemistry and Center for Photochemical Sciences, Bowling Green State University, Bowling Green, Ohio, 43403 (USA) |
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Abstract: | New boron‐dipyrromethene (BODIPY) dyes linked to viologen are prepared and their photophysical and electrochemical properties are investigated. Both synthesized molecules have similar electronic absorption spectra with the absorption maximum localized at 517 and 501 nm for dye 1 and dye 2 , respectively. They exhibit well‐defined redox behavior, highlighting the presence of BODIPY and viologen subunits, with little perturbation of the redox potential of both subunits with respect to the parent compounds. Both dyes are heavily quenched by photoinduced electron transfer from the BODIPY to the viologen subunit. The transient absorption technique demonstrates that dye 2 forms the viologen radical within a timeframe of 7.1 ps, and that the charge‐separated species has a lifetime of 59 ps. Sustained irradiation of dye 2 in the presence of a tertiary amine allows for the accumulation of BODIPY–methyl‐4,4′‐bipyridinium (BODIPY–MV+), as observed by its characteristic absorption at 396 and 603 nm. However, dye 2 does not generate catalytic amounts of hydrogen under standard conditions. |
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Keywords: | absorption dyes/pigments electron transfer fluorescent probes photophysics |
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