✦ LIBER ✦
Fluorogenic Transformations Based on Formation of CC Bonds Catalyzed by Palladium: An Efficient Approach for High Throughput Optimizations and Kinetic Studies
✍ Scribed by Roman V. Rozhkov; V. Jo Davisson; Donald E. Bergstrom
- Publisher
- John Wiley and Sons
- Year
- 2008
- Tongue
- English
- Weight
- 304 KB
- Volume
- 350
- Category
- Article
- ISSN
- 1615-4150
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✦ Synopsis
Abstract
We have developed novel fluorogenic transformations based on formation of CC bonds catalyzed by palladium using iodocoumarin 1 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.