751413
Di(1-adamantyl)-2-dimethylaminophenylphosphine
98%
Synonym(s):
2-(Di-1-adamantylphosphino)-N,N-dimethylaniline, 2-(Di-1-adamantylphosphino)dimethylaminobenzene, 2-[Bis(tricyclo[3.3.1.13,7]dec-1-yl)phosphino]-N,N-dimethylbenzeneamine, Me-Dalphos
About This Item
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Quality Level
assay
98%
form
solid
reaction suitability
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
mp
237-242 °C
functional group
phosphine
SMILES string
CN(C)c1ccccc1P([C@@]23C[C@@H]4C[C@@H](C[C@@H](C4)C2)C3)[C@@]56C[C@@H]7C[C@@H](C[C@@H](C7)C5)C6
InChI
1S/C28H40NP/c1-29(2)25-5-3-4-6-26(25)30(27-13-19-7-20(14-27)9-21(8-19)15-27)28-16-22-10-23(17-28)12-24(11-22)18-28/h3-6,19-24H,7-18H2,1-2H3/t19-,20+,21-,22-,23+,24-,27-,28-
InChI key
MILNYLCUWRWYBI-XMCXLQRDSA-N
Related Categories
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
DalPhos is air-stable and contains the bulky di(1-adamantyl)phosphino [P(1-Ad)2] fragment. These ligands are useful in Pd-catalyzed C-N and C-C bond formation. Both Me-DalPhos and Mor-DalPhos allow for Pd-catalyzed ammonia, hydrazine and acetone cross-coupling with good functional group tolerance
Related Content
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.
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