Baratta, Walter and Ballico, Maurizio and Chelucci, Giorgio Adolfo and Siega, Katia and Rigo, Pierluigi (2008) Osmium(II) CNN pincer complexes as efficient catalysts for both asymmetric transfer and H2 Hydrogenation of Ketones. Angewandte Chemie. International Edition, Vol. 47 (23), p. 4362-4365. eISSN 1521-3773. Article.
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We describe the isolation of the first CNN pincer osmium complexes [OsX(CNN)P2] to display high catalytic activity and productivity in the reduction of ketones by either TH or HY (TOFand TON up to 106 h1 and 105, respectively). A high enantioselectivity (up to 98% ee) is possible in both reactions with a remarkably low catalyst loading (0.005–0.002 mol%). To the best of our knowledge, this is the first example of an osmium complex that catalyzes the asymmetric HY of ketones. Evidence for an Os-OR vs. Os-H equilibrium suggests that both these species are involved in the catalytic pathways. Mechanistic studies as well as the preparation of new CNN pincer osmium catalysts are currently underway.
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