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703915 Sigma-Aldrich

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

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

  • CAS Number 192139-90-5

  • Empirical Formula (Hill Notation) C31H35ClN2O2RuS

  • Molecular Weight 636.21

  •  MDL number MFCD14155881

  •  PubChem Substance ID 329762076

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Hydrogenation
Quality Level   100
optical activity   [α]20/D +178°, c = 0.5 in chloroform
mp   >175 °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-;;;/m0.../s1
InChI key   AZFNGPAYDKGCRB-XCPIVNJJSA-M

Description

General description

RuCl(p-cymene)[(S,S)-Ts-DPEN] is a chiral diamine ligand complexed with ruthenium, which can be used for the asymmetric transfer hydrogenation of a variety of imines.

Application

Takasago Ligands and Complexes for Asymmetric Reactions

Catalyst involved in:
• Asymmetric transfer hydrogenation of imines and ketones
• Intramolecular asymmetric reductive amination
• Tandem hydroformylation / hydrogenation of terminal olefins

Reactant involved in studies of thermal decomposition of areneruthenium chiral amido-amine alkyl complexes

Packaging

100 mg in clear glass bottle

500 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only. WO9720789

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Takasago Ligands and Complexes for Asymmetric Reactions

The quest to find chiral catalysts capable of achieving high enantiomeric excess for a variety of asymmetric transformations has been an ongoing endeavor for the past 40 years. One of the most releva...
Keywords: Addition reactions, Arylations, Asymmetric synthesis, Catalysis, Hydrogenations, Ligands, transformation

Related Content

Takasago Ligands - Advantages and Applications

Introduction The quest to find chiral catalysts capable of achieving high enantiomeric excess for a variety of asymmetric transformations has been an ongoing endeavor for the past 40 years. One of th...
Keywords: Addition reactions, Arylations, Asymmetric synthesis, Building blocks, Catalysis, Epoxidations, Hydrogenations, Hydrosilylations, Ligands, Sharpless Epoxidation, transformation

Peer-Reviewed Papers
15

References

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