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763047

Sigma-Aldrich

XantPhos-Pd-G2

Synonym(s):

Chloro[(4,5-bis(diphenylphosphino)-9,9-dimethylxanthene)-2-(2′-amino-1,1′-biphenyl)]palladium(II)

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About This Item

Empirical Formula (Hill Notation):
C51H42ClNOP2Pd
CAS Number:
Molecular Weight:
888.71
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

188-196 (decomposition)

functional group

phosphine

SMILES string

Nc1ccccc1-c2ccccc2[Pd]Cl.CC3(C)c4cccc(P(c5ccccc5)c6ccccc6)c4Oc7c(cccc37)P(c8ccccc8)c9ccccc9

InChI

1S/C39H32OP2.C12H10N.ClH.Pd/c1-39(2)33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)40-38-34(39)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;;/h3-28H,1-2H3;1-6,8-9H,13H2;1H;/q;;;+1/p-1

InChI key

XVPHXQHDHZRAJL-UHFFFAOYSA-M

Application

XantPhos-Pd-G2 is a second generation palladium precatalyst with improved reactivity in palladium-catalyzed C-N cross-coupling reactions.

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)

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11C?Acetylation of Amines with [11C] Methyl Iodide with Bis (cyclopentadienyldicarbonyliron) as the CO Source.
Dahl K and Nordeman P
European Journal of Organic Chemistry, 2017(38), 5785-5788 (2017)
Nanomole-scale high-throughput chemistry for the synthesis of complex molecules.
Santanilla A B, et al.
Science, 347(6217), 49-53 (2015)

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

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