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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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100 MG
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About This Item

Empirical Formula (Hill Notation):
C31H35ClN2O2RuS
CAS Number:
192139-92-7
Molecular Weight:
636.21
MDL number:
MFCD10567385
UNSPSC Code:
12352116
PubChem Substance ID:
329762075
NACRES:
NA.22

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form

powder

Quality Level

100

optical activity

[α]20/D −116°, c = 0.1 in chloroform

mp

215 °C

functional group

amine
phenyl

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.[1]

Application

Takasago Ligands and Complexes for Asymmetric Reactions
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS8197
MKCM4557
MKCL9456
MKCJ9480
MKCG8576

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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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