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703915

Sigma-Aldrich

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

Synonym(s):

[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

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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

solid

Quality Level

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

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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

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

Legal Information

Sold in collaboration with Takasago for research purposes only. WO9720789

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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)

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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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