Catalytic activity of palladium(II) diaminocarbene complexes in the Sonogashira and Suzuki reactions

Palladium(II) complexes with chelating and non-chelating diaminocarbene ligands were assessed as catalysts in the cross-coupling reactions of haloarenes with oct-1-yne (Sonogashira reaction) and phenylboronic acid (Suzuki reaction). Both complexes exhibited a higher catalytic activity than tradition...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2013-04, Vol.49 (4), p.551-554
Main Authors: Mikhailov, V. N., Savicheva, E. A., Sorokoumov, V. N., Boyarskii, V. P.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
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Summary:Palladium(II) complexes with chelating and non-chelating diaminocarbene ligands were assessed as catalysts in the cross-coupling reactions of haloarenes with oct-1-yne (Sonogashira reaction) and phenylboronic acid (Suzuki reaction). Both complexes exhibited a higher catalytic activity than traditional phosphine ligandbased systems in the Sonogashira reaction, and they ensured cross-coupling not only with iodoarenes but also with bromoarenes activated by electron-withdrawing substituents. The catalytic activities of the examined complexes in the Suzuki reaction were appreciably different: the palladium(II) complex with the chelating ligand turned out to be considerably less active than the complex with the non-chelating ligand.
ISSN:1070-4280
1608-3393
DOI:10.1134/S107042801304009X