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Synthesis of water-soluble aminosulfonamide ligands and their application in enantioselective transfer hydrogenation

✍ Scribed by Christian Bubert; John Blacker; Stephen M Brown; John Crosby; Steven Fitzjohn; James P Muxworthy; Tim Thorpe; Jonathan M.J Williams

Book ID
104230689
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
85 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

Water-soluble analogues of Noyori's (1S,2S)-N-(p-tolylsulfonyl)-1,2-diphenylethylenediamine and Knochel's (1R,2R)-N-(p-tolylsulfonyl)-1,2-diaminocyclohexane, containing an additional sulfonic acid group, have been synthesised. The ruthenium catalysed reduction of aromatic ketones using enantiomerically pure catalyst derived from water soluble ligands and [RuCl 2 (pcymene)] 2 has been examined. High enantioselectivity and moderate activity were observed in the 2-propanol/base system. The addition of water is necessary to stabilise the catalyst.

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ChemInform Abstract: Synthesis of Water-Soluble Aminosulfonamide Ligands and Their Application in Enantioselective Transfer Hydrogenation.
✍ Christian Bubert; John Blacker; Stephen M. Brown; John Crosby; Steven Fitzjohn; πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 31 KB πŸ‘ 2 views

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Efficient rhodium and iridium-catalysed
Efficient rhodium and iridium-catalysed asymmetric transfer hydrogenation using water-soluble aminosulfonamide ligands
✍ Tim Thorpe; John Blacker; Stephen M Brown; Christian Bubert; John Crosby; Steven πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 62 KB

A range of aromatic ketones was reduced asymmetrically under transfer hydrogenation conditions using enantiomerically pure catalysts derived from water-soluble diamine ligands and [Cp\*MCl 2 ] 2 (Cp\*=pentamethylcyclopentadienyl, M=Rh, Ir). High catalytic activity and enantioselectivity were observe