Amino Alcohol Coordination in Ruthenium(II)-Catalysed Asymmetric Transfer Hydrogenation of Ketones

Content Provider	Semantic Scholar
Author	Petra, Daniëlle G. I. Kamer, Paul C. J. Leeuwen, Piet W. Van Goubitz, Kees Loon, Arjen M. Van Vries, Johannes Gerardus De Schoemaker, Hans Egbert
Copyright Year	1999
Abstract	The nature of ruthenium-amino alcohol precursors in the catalytic cycle of asymmetric hydrogen transfer reactions was studied using two C2-symmetrical tetradentate ligands that were synthesised from (nor)ephedrine. The structure of the catalyst precursor was examined through catalysis and NMR experiments. It was shown that the active catalyst contains one ligand per metal, which coordinates in a didentate N,O fashion. In addition, a RuIICl2 complex, in which N,N'-bis(2-hydroxy-1-methyl-2-phenylethyl)-1,2-diaminoethane coordinates through two nitrogen atoms, was structurally characterised by X-ray diffraction. – Based on the results of this study a series of new amino alcohol ligands was synthesised from easily available starting materials. Optimisation of the amino alcohol ligand structure resulted in the most effective chiral amino alcohol ligand so far that is capable of reducing acetophenone at 0 °C with up to 97% ee in the RuII-catalysed transfer hydrogenation.
Starting Page	2335
Ending Page	2341
Page Count	7
File Format	PDF HTM / HTML
DOI	10.1002/(SICI)1099-0682(199912)1999:12<2335::AID-EJIC2335>3.0.CO;2-L
Volume Number	1999
Alternate Webpage(s)	https://www.rug.nl/research/portal/files/3171851/1999EurJInorgChemPetra.pdf
Alternate Webpage(s)	http://www.rug.nl/research/portal/files/3171851/1999EurJInorgChemPetra.pdf
Alternate Webpage(s)	https://doi.org/10.1002/%28SICI%291099-0682%28199912%291999%3A12%3C2335%3A%3AAID-EJIC2335%3E3.0.CO%3B2-L
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article