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910732

Sigma-Aldrich

CyPAd-DalPhos

≥95%

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:
1902911-41-4
Molecular Weight:
488.58
UNSPSC Code:
12352112
NACRES:
NA.22

Assay

≥95%

form

powder

reaction suitability

reagent type: ligand

mp

181-182 °C

functional group

phosphine

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.

Other Notes

Technology Spotlight: DalPhos ligands

Challenging nickel-catalysed amine arylations enabled by tailored ancillary ligand design

Nickel-Catalyzed N-Arylation of Cyclopropylamine and Related Ammonium Salts with (Hetero)aryl (Pseudo)halides at Room Temperature

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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

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