761311

Sigma-Aldrich

cataCXium® A Pd G2

Synonym(s):
cataCXium A-Pd-G2, Chloro[(di(1-adamantyl)-N-butylphosphine)-2-(2-aminobiphenyl)]palladium(II)
Empirical Formula (Hill Notation):
C36H49ClNPPd
CAS Number:
Molecular Weight:
668.63
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

feature

generation 2

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst
reaction type: Cross Couplings

mp

220 °C (decomposition)

functional group

amine
phosphine

SMILES string

Nc1ccccc1-c2ccccc2[Pd]Cl.CCCCP([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/C24H39P.C12H10N.ClH.Pd/c1-2-3-4-25(23-11-17-5-18(12-23)7-19(6-17)13-23)24-14-20-8-21(15-24)10-22(9-20)16-24;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;;/h17-22H,2-16H2,1H3;1-6,8-9H,13H2;1H;/q;;;+1/p-1/t17-,18+,19-,20-,21+,22-,23-,24-;;;

InChI key

CAVPLNLGXHYGIR-DVBMAMJVSA-M

Application

cataCXium® A Pd G2 is a Buchwald′s second generation catalyst that can be used as a palladium source for the coupling of potassium 1-(benzyloxy)alkyltrifluoroborates with aryl and heteroaryl chlorides via Suzuki-Miyaura reaction to yield protected secondary alcohols.

Packaging

250 mg in glass bottle
1, 5 g in glass bottle

Legal Information

cataCXium is a registered trademark of Evonik Degussa GmbH

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Stereospecific cross-coupling of secondary organotrifluoroborates: potassium 1-(benzyloxy) alkyltrifluoroborates
Molander GA and Wisniewski SR
Journal of the American Chemical Society, 134(40), 16856-16868 (2012)

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