659711

Sigma-Aldrich

(R)-C3-TunePhos-ruthenium complex

Synonym(s):
[Chloro(R)-C3-TunePhos)(p-cymene)ruthenium(II)] chloride
Empirical Formula (Hill Notation):
C49H46Cl2O2P2Ru
CAS Number:
Molecular Weight:
900.81
MDL number:
PubChem Substance ID:
NACRES:
NA.22

mp

>300 °C

Quality Level

SMILES string

[Cl-].Cl[Ru+].C[C]1[CH][CH][C]([CH][CH]1)C(C)C.C2COc3cccc(P(c4ccccc4)c5ccccc5)c3-c6c(OC2)cccc6P(c7ccccc7)c8ccccc8

InChI

1S/C39H32O2P2.C10H14.2ClH.Ru/c1-5-16-30(17-6-1)42(31-18-7-2-8-19-31)36-26-13-24-34-38(36)39-35(41-29-15-28-40-34)25-14-27-37(39)43(32-20-9-3-10-21-32)33-22-11-4-12-23-33;1-8(2)10-6-4-9(3)5-7-10;;;/h1-14,16-27H,15,28-29H2;4-8H,1-3H3;2*1H;/q;;;;+2/p-2

InChI key

BOERIKXMDOKSHH-UHFFFAOYSA-L

Related Categories

Application

Provides comparable or superior enantioselectivities and catalytic abilities to BINAP in Ru-catalyzed asymmetric hydrogenations of β-keto esters, cyclic β-(acylamino)acrylates and α-phthalimide ketones.

Packaging

100 mg in clear glass bottle
500 mg in amber glass bottle

Certificate of Analysis

Certificate of Origin

Synthesis of chiral bisphosphines with tunable bite angles and their applications in asymmetric hydrogenation of beta-ketoesters.
Z Zhang et al.
The Journal of organic chemistry, 65(19), 6223-6226 (2000-09-16)
Wenjun Tang et al.
Journal of the American Chemical Society, 125(32), 9570-9571 (2003-08-09)
Hydrogenation of a series of cyclic beta-(acylamino)acrylates with tetrasubstituted olefins has been accomplished successfully with the use of Ru catalysts with chiral biaryl ligands such as C3-TunaPhos, and up to over 99% ee's have been achieved. This methodology provides an...
Aiwen Lei et al.
Journal of the American Chemical Society, 126(6), 1626-1627 (2004-02-12)
A new type of alpha-phthalimide ketones was hydrogenated in excellent enantioselectivity by using a Ru-(C3-TunePhos) complex as the catalyst. Up to 10 000 turnovers have been achieved in more than 99% ee in the hydrogenation reaction. A dynamic kinetic resolution...

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