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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.

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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

763047-5G:4548173315409
763047-BULK:
763047-2G:4548173315386
763047-500MG:4548173315393
763047-VAR:


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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