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Structure

2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl

CAS
213697-53-1
Catalog Number
ACM213697531
Category
Organic Phosphine Compounds
Molecular Weight
393.555g/mol
Molecular Formula
C26H36NP;

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Specification

Synonyms
2-di-cyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl; 118492-EP2272832A1; (2'-dicyclohexylphosphanyl-biphenyl-2-yl)dimethyl-amine; 2-(Dicyclohexylphosphino)-2'-(N,N-diMethylaMino)biphenyl, 98% DavePhos; (2'-dicyclohexylphosphanyl -biphenyl-2-yl)-dimethyl-amine; Buchwald phosphine ligands, davephos phosphine ligand-; 2-dicyclohexylphosphino-2'-(N,N'-dimethylamino)biphenyl; [1,1'-BIPHENYL]-2-AMINE, 2'-(DICYCLOHEXYLPHOSPHINO)-N,N-DIMETHYL-; 2'-(dicyclohexylphosphino)-N,N-dimethyl-2-biphenylamine; RL02630;
IUPAC Name
2-(2-dicyclohexylphosphanylphenyl)-N,N-dimethylaniline;
Canonical SMILES
CN(C)C1=CC=CC=C1C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4;
InChI
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;
Application
Ligand used in the Pd-catalyzed Suzuki coupling and animation of unactivated aryl chlorides. The reactions generally occur at room temperature and give high yields of product.

Ligand used in Pd-catalyzed C-N bond formation. A general synthesis of N6-aryl-2'deoxyadenosine analogues.

Ligand used in Pd-catalyzed N-arylation of indoles.

Ligand used in Pd-catalyzed synthesis of aryl-tert-butyl ethers.

Effective ligand in the Pd-catalyzed arylation of ester enolates.

Ligand employed in arylation of ketone enolates using ortho-halo nitrobenezenes.

Ligand employed in the amination of aryl nonaflates using Pd catalysts.

Ligand used for cascade alkenyl amination/Heck reaction for the synthesis of indoles.

Ligand used in Pd-catalyzed Kumada-Corriu cross coupling at low temperatures.

Ligand used in Rh-catalyzed intramolecular hydroamination of unactivated terminal and internal alkenes with primary and secondary amines.

Ligand used in Au-catalyzed cycloisomerization of allenes.
Complexity
433
Covalently-Bonded Unit Count
1
Exact Mass
393.259g/mol
H-Bond Acceptor
1
Heavy Atom Count
28
Monoisotopic Mass
393.259g/mol
Rotatable Bond Count
5
Topological Polar Surface Area
3.2A^2
UNII
9877ONU78F
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