[(R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl]palladium(II) chloride
[(R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl]palladium(II) chloride (CAS: 191654-69-0) is a palladium complex with the molecular formula C48H40Cl2P2Pd and a molecular weight of 856.10 g/mol. This compound serves as a crucial chiral catalyst and ligand in various asymmetric synthesis applications. Its utility lies in facilitating enantioselective reactions, including the preparation of hydroxydicarbonyls, stereoselective aldol condensations, and the synthesis of naphthalenols. It is also employed in the preparation of related palladium complexes.
- IUPAC
- [PdCl2{(R)-4-tolylbinap}]
- Synonyms
- 191654-69-0, C48H40Cl2P2Pd
![[(R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl]palladium(II) chloride (C48H40Cl2P2Pd) — chemical structure, CAS 191654-69-0; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F191654-69-0.png&w=3840&q=75)
Enantioselective Synthesis of Hydroxydicarbonyls
This palladium complex catalyses the enantioselective preparation of hydroxydicarbonyls through the aldol addition of pyruvates and diketones with ketene thioacetals. This enables the formation of chiral intermediates with high stereochemical control.
Stereoselective Aldol Condensation
It is utilised in stereoselective aldol condensation reactions, for instance, when employing trimethyl[[(phenyl)ethenyl]oxy]silane and benzaldehyde as reactants. This leads to the formation of products with defined stereochemistry.
Preparation of Naphthalenols
The compound facilitates the stereoselective preparation of naphthalenols via the alkylative ring opening of oxabenzonorbornadienes using dialkylzinc reagents, showcasing its versatility in creating complex chiral structures.
Synthesis of Palladium Complexes
It acts as a reactant in the preparation of palladium bis(diphenylphosphino)binaphthyl aqua mononuclear and hydroxo-bridged dinuclear complexes, contributing to the synthesis of novel organometallic compounds.
| Molecular weight | 856.10 |
|---|---|
| Empirical formula | C48H40Cl2P2Pd |
| Application | Catalyst for:• Enantioselective preparation of hydroxydicarbonyls via aldol addition of pyruvates and diketones with ketene thioacetal1• Stereoselective aldol condensation using trimethyl[[(phenyl)ethenyl]oxy]silane and benzaldehyde as reactants2• Stereoselective preparation of naphthalenols via alkylative ring opening of oxabenzonorbornadienes with dialkylzinc3Reactant for:• Preparation of palladium bis(diphenylphosphino)binaphthyl aqua mononuclear and hydroxo-bridged dinuclear complexes4 |
| Melting point | >300 °C |
Hazard statements
- H302Harmful if swallowed
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 20/21/22-36/37/38 |
| Safety statements (S) | 26 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is [(R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl]palladium(II) chloride used for?
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This compound is primarily used as a chiral catalyst and ligand in asymmetric synthesis. It is particularly effective for the enantioselective preparation of hydroxydicarbonyls, stereoselective aldol condensations, and the stereoselective synthesis of naphthalenols. It also serves as a reactant for preparing other palladium complexes.
What are the CAS number and formula for this compound?
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The CAS number is 191654-69-0, and the empirical formula is C48H40Cl2P2Pd.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical for research and development purposes. The specific grade and purity are detailed on the product's Certificate of Analysis. We do not represent this product as USP, BP, or EP grade.
How should [(R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl]palladium(II) chloride be handled?
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This compound is harmful if swallowed, in contact with skin, or if inhaled. It also causes skin irritation, serious eye irritation, and may cause respiratory irritation. Appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves, should be used. Handle in a well-ventilated area.
How is this chemical packed, shipped, and exported?
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This chemical is carefully packed in compliance with international shipping regulations. Tech Serve Solutions is a global supplier and exporter, experienced in shipping fine chemicals worldwide.
How can I request a sample or quote?
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To request a sample or a quote, please contact our sales team through the website or by phone, providing the product name and CAS number (191654-69-0).
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