Cycloruthenated Primary and Secondary Amines as Efficient Catalyst Precursors for Asymmetric Transfer Hydrogenation
Organic Letters2005Vol. 7(7), pp. 1247–1250
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Jean‐Baptiste Sortais, Vincent Ritleng, Adeline Voelklin, Alexandre Holuigue, H. Smail, Laurent Barloy, Claude B. Sirlin, Gerard K. M. Verzijl, Jeroen A. F. Boogers, André H. M. de Vries, Johannes G. de Vries, Michel Pfeffer
Abstract
[reaction: see text] Ruthenacycles obtained by cyclometalation of enantiopure aromatic primary or secondary amines with [(eta6-benzene)RuCl2]2 or with [(eta6-p-cymene)RuCl2]2 are efficient catalysts for asymmetric transfer hydrogenation (TOF up to 190 h(-1) at room temperature). Enantioselectivities in the transfer hydrogenation of acetophenone ranged from 38% to 89%. It is possible to prepare the catalysts in situ, which allows the use of high throughput experimentation.
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