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Merck

751618

Sigma-Aldrich

MorDalphos

97%

Sinónimos:

Di(1-adamantyl)-2-morpholinophenylphosphine

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About This Item

Fórmula empírica (notación de Hill):
C30H42NOP
Número de CAS:
Peso molecular:
463.63
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

reaction suitability

reagent type: ligand
reaction type: Arylations

reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction

mp

219-224 °C

functional group

phosphine

storage temp.

2-8°C

SMILES string

C1CN(CCO1)c2ccccc2P([C@@]34C[C@@H]5C[C@@H](C[C@@H](C5)C3)C4)[C@@]67C[C@@H]8C[C@@H](C[C@@H](C8)C6)C7

InChI

1S/C30H42NOP/c1-2-4-28(27(3-1)31-5-7-32-8-6-31)33(29-15-21-9-22(16-29)11-23(10-21)17-29)30-18-24-12-25(19-30)14-26(13-24)20-30/h1-4,21-26H,5-20H2/t21-,22+,23-,24-,25+,26-,29-,30-

InChI key

CCBRRSUORFMQCZ-BVIFAWIJSA-N

Application

MorDalphos is an electronically rich, sterically hindered P,N-based ancillary ligand developed by the Stradiotto group that can be used in the Buchwald-Hartwig Amination reaction, alkyne hydroamination and monoarylation of compounds such as ammonia, hydrazine, and acetone.

Related product

Referencia del producto
Descripción
Precios

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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Palladium-catalyzed mono-?-arylation of acetone with aryl halides and tosylates.
Hesp K D, et al.
Journal of the American Chemical Society, 133(14), 5194-5197 (2011)
Rational and Predictable Chemoselective Synthesis of Oligoamines via Buchwald?Hartwig Amination of (Hetero) Aryl Chlorides Employing Mor-DalPhos.
Tardiff B, et al.
The Journal of Organic Chemistry, 77(2), 1056-1071 (2011)
Stereo-and regioselective gold-catalyzed hydroamination of internal alkynes with dialkylamines.
Hesp K D, et al.
Journal of the American Chemical Society, 132(51), 18026-18029 (2010)
AP, N?Ligand for Palladium?Catalyzed Ammonia Arylation: Coupling of Deactivated Aryl Chlorides, Chemoselective Arylations, and Room Temperature Reactions
Lundgren R J, et al.
Angewandte Chemie (International Edition in English), 122(24), 4165-4168 (2010)

Artículos

DalPhos ligands enable Pd-catalyzed C-N and C-C bond formation with good functional group tolerance.

DalPhos ligands enable Pd-catalyzed C-N and C-C bond formation with good functional group tolerance.

DalPhos ligands enable Pd-catalyzed C-N and C-C bond formation with good functional group tolerance.

DalPhos ligands enable Pd-catalyzed C-N and C-C bond formation with good functional group tolerance.

Contenido relacionado

The main focus of the Stradiotto group has centered on the development and application of novel electronically rich, sterically encumbered P,N-based ancillary ligands for use in late metal catalysis, including Pd and Au chemistry.

Explore reliable, premium grade catalysis materials for your pharma or industrial project. Specialty chemicals and formulations are available in bulk quantities and volumes from a few grams to multi-metric tons with complete documentation to simplify your leap from development to commercialization.

Explore reliable, premium grade catalysis materials for your pharma or industrial project. Specialty chemicals and formulations are available in bulk quantities and volumes from a few grams to multi-metric tons with complete documentation to simplify your leap from development to commercialization.

Explore reliable, premium grade catalysis materials for your pharma or industrial project. Specialty chemicals and formulations are available in bulk quantities and volumes from a few grams to multi-metric tons with complete documentation to simplify your leap from development to commercialization.

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