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[摘要]:BODIPY-modified nucleosides that contain the fluorophore attached to the 5-position of uridine via a short phenylene bridge were prepd. and characterized by optical spectroscopy and electrochem. The target compds. were synthesized using a Pd-catalyzed cross-coupling of 4-formylphenylboronate to 5-iodo-2'-desoxyuridine, followed by acid-catalyzed formation of the BODIPY chromophore. The weakly electron-donating Et substituents in positions 2 and 6 of the BODIPY dye, shift both the absorption and emission properties of the corresponding modified uridines bathochromically and alter their redox properties. In contrast, exchange of the F ligands at the B center of the chromophores by MeO groups does not change the optical properties but increases the electron-rich character of the BODIPY-modified uridines. |
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