910732
CyPAd-DalPhos
≥95%, powder
Synonym(s):
8-(2-(Dicyclohexylphosphaneyl)phenyl)-1,3,5,7-tetramethyl-2,4,6-trioxa-8-phosphaadamantane
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About This Item
Empirical Formula (Hill Notation):
C28H42O3P2
CAS Number:
Molecular Weight:
488.58
MDL number:
UNSPSC Code:
12352112
NACRES:
NA.22
Product Name
CyPAd-DalPhos, ≥95%
assay
≥95%
form
powder
reaction suitability
reagent type: ligand
mp
181-182 °C
functional group
phosphine
SMILES string
P4(C5(OC6(OC(OC4(C6)C)(C5)C)C)C)c1c(cccc1)P(C3CCCCC3)C2CCCCC2
InChI
1S/C28H42O3P2/c1-25-19-27(3)31-26(2,29-25)20-28(4,30-25)33(27)24-18-12-11-17-23(24)32(21-13-7-5-8-14-21)22-15-9-6-10-16-22/h11-12,17-18,21-22H,5-10,13-16,19-20H2,1-4H3
InChI key
RDFYIHPJEXXODP-UHFFFAOYSA-N
Application
CyPAd-DalPhos is ligand developed in the Stradiotto lab that when combined with a Ni(II) source forms an air stable pre catalyst for C(sp2)-O coupling and N-arylation reactions.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Nickel-Catalyzed N-Arylation of Cyclopropylamine and Related Ammonium Salts with (Hetero)aryl (Pseudo)halides at Room Temperature
Tassone J P, et al
ACS Catalysis, 7(9), 6048-6059 (2017)
Christopher M Lavoie et al.
Nature communications, 7, 11073-11073 (2016-03-24)
Palladium-catalysed C(sp(2))-N cross-coupling (that is, Buchwald-Hartwig amination) is employed widely in synthetic chemistry, including in the pharmaceutical industry, for the synthesis of (hetero)aniline derivatives. However, the cost and relative scarcity of palladium provides motivation for the development of alternative, more