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Documentos

695874

Sigma-Aldrich

t-BuDavePhos

Sinônimo(s):

2′-(Di-tert-butylphosphino)-N,N-dimethylbiphenyl-2-amine, t-Butyl DavePhos, 2-Di-tert-butylphosphino-2′-(N,N-dimethylamino)biphenyl, tBuDavePhos

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About This Item

Fórmula empírica (Notação de Hill):
C22H32NP
Número CAS:
224311-49-3
Peso molecular:
341.47
Número MDL:
MFCD03426986
Código UNSPSC:
12352116
ID de substância PubChem:
329761782
NACRES:
NA.22

forma

solid

Nível de qualidade

100

adequação da reação

reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-X Bond Formation

pf

114-118 °C

grupo funcional

phosphine

cadeia de caracteres SMILES

CN(C)c1ccccc1-c2ccccc2P(C(C)(C)C)C(C)(C)C

InChI

1S/C22H32NP/c1-21(2,3)24(22(4,5)6)20-16-12-10-14-18(20)17-13-9-11-15-19(17)23(7)8/h9-16H,1-8H3

chave InChI

PHLPNEHPCYZBNZ-UHFFFAOYSA-N

Categorias relacionadas

Aplicação

Learn more about Buchwald Phosphine Ligands

Dialkylbiaryl phosphine ligand often used for Pd-catalyzed reactions in a range of contexts.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335,H413

Declarações de precaução

P273 - P302 + P352 - P305 + P351 + P338

Classificações de perigo

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

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David S Surry et al.
Angewandte Chemie (International ed. in English), 47(34), 6338-6361 (2008-07-30)
Palladium-catalyzed amination reactions of aryl halides have undergone rapid development in the last 12 years, largely driven by the implementation of new classes of ligands. Biaryl phosphanes have proven to provide especially active catalysts in this context. This Review discusses
David S Surry et al.
Chemical science, 2(1), 27-50 (2011-01-01)
Dialkylbiaryl phosphines are a valuable class of ligand for Pd-catalyzed amination reactions and have been applied in a range of contexts. This review attempts to aid the reader in the selection of the best choice of reaction conditions and ligand
Ruben Martin et al.
Accounts of chemical research, 41(11), 1461-1473 (2008-07-16)
The cores of many types of polymers, ligands, natural products, and pharmaceuticals contain biaryl or substituted aromatic structures, and efficient methods of synthesizing these structures are crucial to the work of a broad spectrum of organic chemists. Recently, Pd-catalyzed carbon-carbon

Artigos

Buchwald Phosphine Ligands

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

Buchwald Phosphine Ligands

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

Conteúdo relacionado

Buchwald Group – Professor Product Portal

The Buchwald group has developed a series of highly active and versatile palladium precatalysts and biarylphosphine ligands used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. The ligands are electron-rich, and highly tunable to provide catalyst systems with a diverse scope, high stability and reactivity. Furthermore, the new series of precatalysts are air-, moisture and thermally-stable and display good solubility in common organic solvents. The use of precatalysts ensures the efficient generation of the active catalytic species and allows one to accurately adjust the ligand:palladium ratio. The ligands, precatalysts and methodology developed in the Buchwald group are user friendly and have rendered previously difficult cross couplings reactions, much easier to achieve.

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