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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:
192139-90-5
Molecular Weight:
636.21
MDL number:
MFCD14155881
UNSPSC Code:
12352116
PubChem Substance ID:
329762076
NACRES:
NA.22

form

solid

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

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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

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

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)

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

Takasago Ligands

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

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