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703907

Sigma-Aldrich

RuCl(p-cymene)[(R,R)-Ts-DPEN]

Synonym(s):

[N-[(1R,2R)-2-(Amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2,3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium

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About This Item

Empirical Formula (Hill Notation):
C31H35ClN2O2RuS
CAS Number:
Molecular Weight:
636.21
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

form

powder

optical activity

[α]20/D −116°, c = 0.1 in chloroform

mp

215 °C

storage temp.

2-8°C

SMILES string

CC(C)c1ccc(C)cc1.Cc2ccc(cc2)S(=O)(=O)N([Ru]Cl)[C@@H]([C@H](N)c3ccccc3)c4ccccc4

InChI

1S/C21H21N2O2S.C10H14.ClH.Ru/c1-16-12-14-19(15-13-16)26(24,25)23-21(18-10-6-3-7-11-18)20(22)17-8-4-2-5-9-17;1-8(2)10-6-4-9(3)5-7-10;;/h2-15,20-21H,22H2,1H3;4-8H,1-3H3;1H;/q-1;;;+2/p-1/t20-,21-;;;/m1.../s1

InChI key

AZFNGPAYDKGCRB-AGEKDOICSA-M

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General description

RuCl(p-cymene)[(R,R)-Ts-DPEN] is a chiral diamine ligand complexed with ruthenium.

Application

Phosphine cationic ruthenium catalysts used for enantioselective hydrogenation of:
  • Quinolines
  • N-Alkyl ketimines
  • Antitumor and antiproliferative derivatives of natural products isolated from bacteria
  • Hydroxy arylaldehydes via Rap-Stoermer-enantioselective transfer hydrogenation

Catalyst with improved performance modified via microenvironment engineering of nanocages

Legal Information

Sold in collaboration with Takasago for research purposes only. WO9720789

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Carbonyl compounds: still central to organic synthesis
Aldrichimica Acta, 41(4) (2008)

Articles

Hydrogenation, Asymmetric Catalysis, Binap, SEGPHOS®, Aldol reaction, Alkenylation, Arylation, Mannich reaction, Fluorination, Michael addition, Hydrosilylation, Cycloaddition, Takasago

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