Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 9, Pages 1855-1859Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201301057
Keywords
Synthetic methods; Homogeneous catalysis; Reduction; Sulfoxides; Rhenium; Silanes; Boranes
Categories
Funding
- Fundacao do Ministerio de Ciencia e Tecnologia (FCT) [PTDC/QUI-QUI/110080/2009, SFRH/BD/63471/2009, SFRH/BD/90659/2012]
- Polish National Science Centre [UMO-2011/03/N/ST5/04522]
- [PEst-OE/QUI/UI0100/2013]
- Fundação para a Ciência e a Tecnologia [SFRH/BD/90659/2012, SFRH/BD/63471/2009, PTDC/QUI-QUI/110080/2009] Funding Source: FCT
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This work reports the catalytic activity of a large variety of oxo-rhenium(V) complexes (1 mol-%) containing the ligands 2-(2-hydroxy-5-methylphenyl)benzotriazole (Hhmpbta), 2-(2-hydroxyphenyl)benzothiazole (Hhpbt), 2-(2-hydroxyphenyl)benzoxazole (Hhpbo), and 2-(2-hydroxyphenyl)-1H-benzimidazole (Hhpbi) in the deoxygenation of sulfoxides with silanes or boranes as the reducing agents. In general, all of the complexes are excellent catalysts, although the PhSiH3/[ReOBr2(hmpbta)(PPh3)] and pinacolborane/[ReOBr2(hmpbta)(PPh3)] systems are the most efficient for the reduction of aromatic and aliphatic sulfoxides and tolerate different functional groups.
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