Oxo‐Rhenium(V) Complexes Containing Heterocyclic Ligands as Catalysts for the Reduction of Sulfoxides. Issue 9 (17th January 2014)

• Record Type: Journal Article
• Authors: Sousa, Sara C. A.; Bernardo, Joana R.; Wolff, Mariusz; Machura, Barbara; Fernandes, Ana C.
• Is Part Of: European journal of organic chemistry. Issue 9(2014)
• Page Start: 1855
• Page End: 1859
• Publication Date: 2014-01-17
• Subjects: Synthetic methods -- Homogeneous catalysis -- Reduction -- Sulfoxides -- Rhenium -- Silanes -- Boranes; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201301057
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: 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)‐1 H ‐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. Abstract : Oxo‐rhenium complexes containing heterocyclic rings are efficient catalysts for the deoxygenation of aromatic and aliphatic sulfoxides using silanes and boranes as reducing agents.