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251567-28-9

251567-28-9 Structure

251567-28-9 Structure
IdentificationBack Directory
[Name]

BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II)
[CAS]

251567-28-9
[Synonyms]

[Pd(NCOC2H4CO)(PPh3)2Br]
BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II)
bromo(n-succinimidyl)bis(triphenylphosphine)palladium(ii)
trans-Bromo(N-succinimidyl)bis(triphenylphosphine)palladium(II)
bromopalladium, pyrrolidin-1-ide-2,5-dione, triphenylphospho...
trans-BroMo(N-succiniMidyl)bis(triphenylphosphine)palladiuM(II),97%
BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II) BROMOBIS(PH3P)(N-SUCCINIMIDE)PD(II)
[Molecular Formula]

C40H37BrNO2P2Pd
[MDL Number]

MFCD06411335
[MOL File]

251567-28-9.mol
[Molecular Weight]

812.01
Chemical PropertiesBack Directory
[Melting point ]

223-228 °C (dec.) (lit.)
[form ]

solid
[InChI]

1S/2C18H15P.C4H5NO2.BrH.Pd/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;6-3-1-2-4(7)5-3;;/h2*1-15H;1-2H2,(H,5,6,7);1H;/q;;;;+2/p-2
[InChIKey]

KYQYWUJRFOCJEW-UHFFFAOYSA-L
[SMILES]

Br[Pd]N1C(=O)CCC1=O.c2ccc(cc2)P(c3ccccc3)c4ccccc4.c5ccc(cc5)P(c6ccccc6)c7ccccc7
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

13 - Non Combustible Solids
Hazard InformationBack Directory
[Uses]

trans-Bromo(N-succinimidyl)bis(triphenylphosphine)palladium(II) may be used in the following processes:
  • As a catalyst for the preparation of 6-cyano-2-(3-fluoro-benzyl)-indole-1-carboxylic acid tert-butyl ester via Suzuki cross-coupling reaction between 1-boc-6-cyanoindole-2-boronic acid and 3-fluorobenzyl bromide. This method does not involve the use of strong bases or toxic reagents and also the use of this catalyst minimizes protodeboronation.
  • As a precatalyst for the Suzuki-Miyaura cross-coupling reaction between alkenyl tosylates and alkenyl MIDA boronates in the absence of phosphine ligands. For less activated alkenyl tosylate, the addition of tricyclohexylphosphine tetrafluoroborate improves the reactivity.
[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
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