Fluorogenic transformations based on formation of C-C bonds catalyzed by palladium: An efficient approach for high throughput optimizations and kinetic studies
Date of this Version1-1-2008
This document has been peer-reviewed.
We have developed novel fluorogenic transformations based on formation of C-C bonds catalyzed by palladium using iodocoumarin I as a model aryl iodide, where fluorescence is quenched completely due to effects of the heavy, polarizable iodine atom. Substitution of the iodine atom for the carbon using Sonogashira, Suzuki-Miyaura and Heck couplings results in a dramatic fluorescence enhancement. This approach has been used successfully for the optimization of reaction conditions and kinetic studies in high throughput format.