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DavePhos

Name: DavePhos
Brand: ALDRICH

97%

Synonym(s):

2-Dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl

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About This Item

Empirical Formula (Hill Notation):

C₂₆H₃₆NP

CAS Number:

213697-53-1

Molecular Weight:

393.54

NACRES:

NA.22

PubChem Substance ID:

24882905

UNSPSC Code:

12352116

MDL number:

MFCD02183572

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Properties

Quality Level

200

product line

Buchwald Ligand

assay

97%

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Arylations, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Hydroaminations, reagent type: ligand
reaction type: Kumada Coupling, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

121-124 °C (lit.)

functional group

phosphine

SMILES string

CN(C)c1ccccc1-c2ccccc2P(C3CCCCC3)C4CCCCC4

InChI

1S/C26H36NP/c1-27(2)25-19-11-9-17-23(25)24-18-10-12-20-26(24)28(21-13-5-3-6-14-21)22-15-7-4-8-16-22/h9-12,17-22H,3-8,13-16H2,1-2H3

InChI key

ZEMZPXWZVTUONV-UHFFFAOYSA-N

Description

Application

Ligand used in a Pd-catalyzed Suzuki aryl-aryl coupling leading to benzodioxepines.

Learn more about Buchwald Phosphine Ligands

Useful ligand for Pd-catalyzed C-N bond formation; amination of aryl halides containing hydroxyl, amide, or enolizable ketones.

DavePhos may be used as a ligand in the following reactions:

Palladium catalyzed sp³ arylation of 2-substituted-N-iminopyridinium ylides with different aryl chlorides to yield functionalized pyridines.
Preparation of functionalized benzylic sulfones via palladium-catalyzed Negishi cross-coupling between alkyl sulfones and aryl halides.
C-C Coupling of 3-haloquinolines with aryl sulfinates via palladium-catalyzed desulfitative arylation to form the corresponding biaryl compounds.

Legal Information

Usage subject to US Patents 6307087 and 6395916.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Articles

Buchwald Phosphine Ligands

Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.