Skip to Content
Merck
All Photos(4)

Documents

761311

Sigma-Aldrich

cataCXium® A Pd G2

Synonym(s):

cataCXium A-Pd-G2, Chloro[(di(1-adamantyl)-N-butylphosphine)-2-(2-aminobiphenyl)]palladium(II)

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C36H49ClNPPd
CAS Number:
Molecular Weight:
668.63
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22

form

solid

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.

Legal Information

cataCXium is a registered trademark of Umicore AG & Co. KG

related product

Product No.
Description
Pricing

Storage Class Code

11 - 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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Articles

Buchwald precatalysts and ligands are bulky electron-rich dialkylbiaryl phospine-based catalysts and structurally related ligands that improve reactivity in Pd-catalyzed cross - coupling reactions

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service