Abstract
The authors have used phosphapalladacycles as catalysts for the Ozaki- Heck couplings between alkenes and aryl halides (including chlorides), obtaining the best TON and TOF ever reported. Detailed studies shed light on the mechanism of formation and further transformation of the: palladacycle. From a synthetic point of view, when 1,1-disubstituted alkenes are used in the reaction, the preferential formation of the internal or the terminal alkene is found to depend on the nature of the base used. Last, but not least, the use of palladacycles of type 1 is not limited to the Ozaki-Heck reaction, but has been successfully extended to other important palladium- catalyzed transformations such as aromatic aminations and Suzuki couplings.
Original language | English |
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Pages (from-to) | 643-655 |
Number of pages | 13 |
Journal | Chemtracts |
Volume | 12 |
Issue number | 9 |
State | Published - 1 Jul 1999 |
Externally published | Yes |