We report new photoluminescent switching systems achieved through pH-induced intramolecular oxa-Michael conjugate addition reactions. Ratiometric absorbance and fluorescence emission were observed across conjugate acceptors triggered by pH, resulting in specific… Click to show full abstract
We report new photoluminescent switching systems achieved through pH-induced intramolecular oxa-Michael conjugate addition reactions. Ratiometric absorbance and fluorescence emission were observed across conjugate acceptors triggered by pH, resulting in specific pseudo pKa values. The effect of substituents on the pseudo pKa's was investigated, showing increased values from electron-withdrawing to electron-donating groups. Inspired by the physiologically related pKa, a fluorescent probe was designed, successfully distinguishing cancer cells from normal cells through live cellular imaging.
Journal Title: Organic letters
Year Published: 2024
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