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RuCl2[(S)-xylbinap][(S)-daipen]

Catalog Number
ACM220114012
Product Name
RuCl2[(S)-xylbinap][(S)-daipen]
Structure
RuCl2[(S)-xylbinap][(S)-daipen]
CAS
220114-01-2
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Synonyms
RuCl2[(S)-(DM-BINAP)][(S)-DAIPEN], 220114-01-2, Dichloro[(S)-(-)-2,2 inverted exclamation marka-bis[di(3,5-xylyl)phosphino]-1,1 inverted exclamation marka-binaphthyl][(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II)
IUPAC Name
[(2S)-1-azanidyl-1,1-bis(4-methoxyphenyl)-3-methylbutan-2-yl]azanide;[1-[2-bis(3,5-dimethylphenyl)phosphaniumylnaphthalen-1-yl]naphthalen-2-yl]-bis(3,5-dimethylphenyl)phosphanium;dichlororuthenium(2+)
Molecular Weight
1221.30
Molecular Formula
C71H74Cl2N2O2P2Ru
InChI Key
CDEJRZFAUMUTIA-OGLOXHGMSA-N
Purity
96%
Storage
2-8°C
Exact Mass
1220.36000
H-Bond Acceptor
4
H-Bond Donor
2
Application
Highly active catalyst for hydrogenation of simple ketones giving high enantioselectivity when sterically unsymmetrical ketones such as acetophenone, heteroaryl ketones, benzophenones, cyclopropyl ketones, and cyclohexyl ketones are substrates. Ee's are enhanced with XylBINAP relative to BINAP. The otherwise poorly bonded ketone is held in the transition state by hydrogen bonding to the protic bidentate amine.

Carbonyl groups are selectively reduced even when olefins exist in the same molecule.

In the presence of strong base, and catalyst, simple ketones, having substituents at the α-position, may be induced to undergo dynamic kinectic resolution during their hydrogenation to produce two chiral carbon centers in high yield.
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