((R,R)-2-AMINO-1,2-DIPHENYLETHYL)[(4-TOLYL)SULFONYL]AMIDO](P-CYMENE)RUTHENIUM(II)CHLORIDE Chemical Properties

Melting point:

215 °C

storage temp. 

2-8°C

solubility 

Deuterated Chloroform, DMF

form 

solid

color 

yellow to dark brown

optical activity

[α]20/D 116°, c = 0.1 in chloroform

Sensitive 

air sensitive

InChIKey

AZFNGPAYDKGCRB-MNPNNRAMNA-M

SMILES

C1=C(S(=O)(=O)N([C@H](C2=CC=CC=C2)[C@H](N)C2=CC=CC=C2)[Ru]Cl)C=CC(C)=C1.C1=CC(C)=CC=C1C(C)C |&1:6,13,r|

Safety Information

WGK Germany 

3

HS Code 

28439000

Storage Class

11 - Combustible Solids

((R,R)-2-AMINO-1,2-DIPHENYLETHYL)[(4-TOLYL)SULFONYL]AMIDO](P-CYMENE)RUTHENIUM(II)CHLORIDE Usage And Synthesis

Reaction

This catalyst has shown to effect highly enantioselective hydrogenation of functionalized ketones where the substituents are dialkylamino, hydoxy, siloxy, carbonyl, ester, amide or thioester.

Chemical Properties

Orange to brown powder

Uses

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

General Description

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

Synthesis

In a dry reactor, ruthenium chloride catalyst ( 167 mg , 0.273 mmol), mono-p-toluenesulfonic acid diamine ( 0.546 mmol), and triethylamine ( 155 ??L , 1.11 mmol) were dissolved in dry isopropanol ( 5.5 m L ), and then the resulting reaction mixture was heated to 80 ??C and reacted with stirring at 80 ??C for 75 minutes. At the end of the reaction the resulting reaction solution was cooled to room temperature. The resulting solution was concentrated to half its volume under reduced pressure, and then 1.5 mL of deionized water was added to the resulting reaction mixture to precipitate the catalyst. The resulting precipitate was collected by filtration and dried under vacuum to afford the target catalyst (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethane diamine (p-isopropylphenyl)ruthenium chloride.

((R,R)-2-AMINO-1,2-DIPHENYLETHYL)[(4-TOLYL)SULFONYL]AMIDO](P-CYMENE)RUTHENIUM(II)CHLORIDE(192139-92-7)Related Product Information

• Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II)
• RuCl[(S,S)-FsDPEN](p-cymene)
• Chloro{[(1S,2S)-(+)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido}(mesitylene)ruthenium(II), min. 90% RuCl[(S,S)-Tsdpen](mesitylene)
• tBuXPhos Pd G1
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• (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENECHLORO(P-CYMENE)RUTHENIUM CHLORIDE
• (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENECHLORO(P-CYMENE)RUTHENIUM CHLORIDE
• ((R,R)-2-AMINO-1,2-DIPHENYLETHYL)[(4-TOLYL)SULFONYL]AMIDO](P-CYMENE)RUTHENIUM(II)CHLORIDE
• (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine
• DICHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL][(1R,2R)-(+)-1,2-DIPHENYLETHYLENEDIAMINE]RUTHENIUM (II)
• DICHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL][(1S,2S)-(-)-1,2-DIPHENYLETHYLENEDIAMINE]RUTHENIUM (II)
• DICHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL][(1R,2R)-(+)-1,2-DIPHENYLETHYLENEDIAMINE]RUTHENIUM (II)