Lot numbers can be found on the outside label of a product:
((R)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)dichloropalladium
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CAS No. 115826-95-4
- Cat. No. CS-0020012
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 115826-95-4
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General Information
- CAS No. 115826-95-4
- Cat. No. CS-0020012
- Purity ≥98%
- MDL No. None
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄₄H₃₂Cl₂P₂Pd
- Molecular Weight 800.00
- Synonym(s) ((R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)dichloropalladium; Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II)
- SMILES Cl[Pd]1([P](C2=CC=CC=C2)(C3=CC=CC=C3)C4=C(C5=C(C=CC=C6)C6=CC=C5[P](C7=CC=CC=C7)1C8=CC=CC=C8)C9=CC=CC=C9C=C4)Cl
Description
This palladium complex features a chiral bisphosphine ligand that enables asymmetric catalysis in cross-coupling reactions. The binaphthyl backbone imparts rigidity and stereocontrol, while the dichloro palladium center facilitates oxidative addition and reductive elimination. Ideal for enantioselective synthesis under standard conditions.
Application
((R)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)dichloropalladium serves as a highly effective chiral ligand-metal complex in asymmetric cross-coupling reactions. It enables enantioselective C–C bond formation under mild conditions, demonstrating robust stability and compatibility with diverse substrates. The Pd(II) center facilitates oxidative addition and reductive elimination steps essential for catalytic cycles, while the binaphthyl backbone provides strong stereocontrol. This reagent is particularly valuable in synthesizing chiral intermediates for pharmaceutical applications and exhibits excellent performance in Suzuki-Miyaura and Negishi couplings.
Synthesis
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Route1
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21264-30-2 -
76144-87-1
- ~97%
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In-stock
115826-95-4
References
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BRISTOL-MYERS SQUIBB COMPANY Patent: WO2006/138373 A2, 2006 ; Location in patent: Page/Page column 98 ; WO 2006/138373 A2
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Route2
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In-stock
12107-56-1 -
76144-87-1
- ~99%
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In-stock
115826-95-4
References
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Veron, Anna C.; Felber, Michael; Blacque, Olivier; Spingler, Bernhard Polyhedron, 2013 , vol. 52, p. 102 - 105
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Route3
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21264-30-2
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In-stock
76189-55-4 - ~77%
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In-stock
115826-95-4
References
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Ozawa, Fumiyuki; Kubo, Akihiko; Matsumoto, Yonetatsu; Hayashi, Tamio; Nishioka, Eriko; et al. Organometallics, 1993 , vol. 12, p. 4188 - 4196
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302+H312+H332-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 0
- LogP 10.0175
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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