228120-95-4

Basic information

• Product Name: Chloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II)chloride
• Synonyms: Chloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II)chloride;(S)-RuCl[(p-cymene)(T-BINAP)]Cl;Chloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II) chloride [RuCl(p-cymene)((S)-tolbinap)]Cl;[RuCl(p-cymene)((S)-tolbinap)]Cl;-binaphthyl](p-cymene)ruthenium(II) chloride,[RuCl(p-cymene)((S)-tolbinap)]Cl
• CAS NO: 228120-95-4
• Molecular Formula: C₅₈H₅₄Cl₂P₂Ru
• Molecular Weight: 0
• Product Categories: Ru
• Mol File: 228120-95-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: >100°C
• Appearance: yellow to dark brown/solid
• Storage Temp.: 2-8°C
• Water Solubility: Insoluble in water
• Sensitive: air sensitive
• CAS DataBase Reference: Chloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II)chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Chloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II)chloride(228120-95-4)
• EPA Substance Registry System: Chloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II)chloride(228120-95-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 228120-95-4(Hazardous Substances Data)

Usage

Reactions

1. Useful ligand for palladium-catalyzed carbon-oxygen bond formation. 2. Ligand for palladium-catalyzed α-arylation of ketones. 3. Ligand for Cu-catalyzed asymmetric conjugate reduction. 4. Ligand for Cu-catalyzed asymmetric dienolate addition to aldehydes. 5. Enantioselective conjugate reduction of lactones and lactams. 6. Ligand used in the enantioselective cycloaddition of allenylsilanes with α-Imino esters. 7. Catalytic Aldol reaction to ketones. 8. Ligand with rhodium catalyses [2+2+2] cycloaddition reaction of alkenes and alkynes. 9. Ligand used in the iridium-catalyzed enantioselective C-H bond activation of 2-(alkylamino)-pyridine with alkenes. 10. Iridium-catalyzed regio-, diastereo-, and enantioselective tert-(hydroxyl)-prenylation of alcohols. 11. Rhodium-catalyzed cross cyclotrimerization.

Uses

Takasago Ligands and Complexes for Asymmetric Reactions

Upstream product

• 153305-67-0 (+)-(R)-2,2'bis(di-para-tolylphosphanyl)-1,1'binaphthyl 

Downstream Products

• 112065-78-8 diacetato[(R)-(+)-2,2-bis(di-p-tolylphosphono)-1,1′?binaphthyl]ruthenium(II) 

Relevant articles and documents

Synthesis of New Cationic BINAP-Ruthenium(II) Complexes and their Use in Asymmetric Hydrogenation

Reaction of 2 (1) and (S)-BINAP gives cationic BINAP-ruthenium complexes of the formula Y (2) (X = Cl, Br, and I; Y = Cl, Br, I, BF4, and BPh4; arene = C6H6 and p-MeC6H4CHMe2) which are efficient catalyst precursors for enantioselective hydrogenation of various prochiral alkenic and ketonic substrates ; a crystal structure of (2) (with X = Cl, Y = BF4) was obtained.