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768146

Dichloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene]palladium(II)

95%, solid

Synonym(s):

(SP-4-2)-Dichloro[1,1′-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine-κP]]-palladium

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About This Item

Empirical Formula (Hill Notation):
C39H32Cl2OP2Pd
CAS Number:
205319-10-4
Molecular Weight:
755.94
MDL number:
MFCD14155707
UNSPSC Code:
12161600
PubChem Substance ID:
329767359
NACRES:
NA.22

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Product Name

Dichloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene]palladium(II), 95%

Quality Level

100

assay

95%

form

solid

reaction suitability

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
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

mp

280-287 °C (decomposition)

SMILES string

Cl[Pd]Cl.CC1(C)c2cccc(P(c3ccccc3)c4ccccc4)c2Oc5c(cccc15)P(c6ccccc6)c7ccccc7

InChI

1S/C39H32OP2.2ClH.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;;;/h3-28H,1-2H3;2*1H;/q;;;+2/p-2

InChI key

HEYONDYPXIUDCK-UHFFFAOYSA-L

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1 of 4

This Item
667315763047804274
Dichloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene]palladium(II) 95%

Sigma-Aldrich

768146

Dichloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene]palladium(II)

Chloro(η2-P,C-tris(2,4-di-tert-butylphenyl)phosphite)(tricyclohexylphosphine)palladium(II)

Sigma-Aldrich

667315

Chloro(η2-P,C-tris(2,4-di-tert-butylphenyl)phosphite)(tricyclohexylphosphine)palladium(II)

XantPhos-Pd-G2

Sigma-Aldrich

763047

XantPhos-Pd-G2

XPhos Pd G4 95%

Sigma-Aldrich

804274

XPhos Pd G4

reaction suitability

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

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, 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 suitability

-

reaction suitability

core: palladium, 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

assay

95%

assay

-

assay

-

assay

95%

form

solid

form

solid

form

solid

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

280-287 °C (decomposition)

mp

176.7-187.1 °C

mp

188-196 (decomposition)

mp

150 °C

Application

Effective catalyst for carbonylation of aryl halides

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000176631
0000176631
SHBP3852
SHBM2099
SHBK0807

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Pan Xie et al.
Journal of the American Chemical Society, 134(24), 9902-9905 (2012-06-06)
A new strategy for generating benzylpalladium reactive species from toluenes via nondirected C(sp(3))-H activation has been developed. This led to construction of an efficient Pd-catalyzed reaction protocol for the oxidative carboxylation of benzylic C-H bonds to form substituted 2-phenylacetic acid
Jennifer Albaneze-Walker et al.
Organic letters, 6(13), 2097-2100 (2004-06-18)
[reaction: see text] Optimized conditions are described that effect the carbonylation of diverse heterocyclic chlorides to yield the desired alkyl esters. In addition, bromoanilines and bromoanisoles, which normally are poor substrates under standard carbonylation protocols, were efficiently converted to the
Tetsuaki Fujihara et al.
Chemical communications (Cambridge, England), 48(64), 8012-8014 (2012-07-10)
Aryl formates are efficient carbon monoxide sources in palladium-catalyzed esterification of aryl halides. The carbonylation readily proceeds at ambient pressure without the use of external carbon monoxide to afford the corresponding esters in high yields.

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