Ruthenium complexes of the general formula [RuCl2(PHOX)2] and their catalytic activity in the Mukaiyama aldol reaction |
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| Authors: | Nichole Curvey Andria K. Widaman Nigam P. Rath Eike B. Bauer |
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| Affiliation: | 1. University of Missouri—St. Louis, Department of Chemistry and Biochemistry, One University Boulevard, St. Louis, MO 63121, USA;2. Center for Nanoscience, University of Missouri—St. Louis, St. Louis, MO 63121, USA |
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| Abstract: | New ruthenium phosphinooxazoline (PHOX) complexes were synthesized and applied in the Mukaiyama aldol reaction. Four ruthenium complexes of the general formula [RuCl2(PHOX)2] were synthesized from [RuCl2(dmso)4] and the corresponding PHOX ligands through thermal ligand exchange. Two of the complexes were characterized structurally. Achiral PHOX ligands gave the ruthenium complexes as single isomers, whereas chiral PHOX ligands gave a mixture of isomers and also some incomplete substitution. After activation by chloride abstraction, one of the new ruthenium complexes was applied as catalyst in the Mukaiyama aldol reaction to give silyl-protected β-hydroxyl alcohols in 74–92% isolated yields (room temperature, 18–24 h reaction time, 1 mol % catalyst loading). |
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| Keywords: | Mukaiyama aldol reaction Homogeneous catalysis Ruthenium phosphinooxazoline complexes Transition metal Lewis acids |
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