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671916

Sigma-Aldrich

trans-Bis(acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II)

98%

Sinónimos:

trans-Di(μ-acetato)bis[o-(di-o-tolyl-phosphino)benzyl]dipalladium(II), cataCXium® C

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About This Item

Fórmula empírica (notación de Hill):
C46H46O4P2Pd2
Número de CAS:
Peso molecular:
937.64
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

reaction suitability

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
core: palladium

reagent type: ligand
reaction type: Asymmetric synthesis

functional group

phosphine

SMILES string

CC(=O)O[Pd]Cc1ccccc1P(c2ccccc2C)c3ccccc3C.CC(=O)O[Pd]Cc4ccccc4P(c5ccccc5C)c6ccccc6C

InChI

1S/2C21H20P.2C2H4O2.2Pd/c2*1-16-10-4-7-13-19(16)22(20-14-8-5-11-17(20)2)21-15-9-6-12-18(21)3;2*1-2(3)4;;/h2*4-15H,1H2,2-3H3;2*1H3,(H,3,4);;/q;;;;2*+1/p-2

InChI key

YRGPDGDJUOTURS-UHFFFAOYSA-L

General description

trans-Bis(acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) is a useful catalyst for Heck reaction.
sold in collaboration with Solvias AG

Application

trans-Bis(acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) is a useful catalyst for C-C and C-N cross coupling reaction.

Legal Information

US5831107
cataCXium is a registered trademark of Umicore AG & Co. KG

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Visite la Librería de documentos

Louie, J.; Hartwig, J. F.
Angewandte Chemie (International Edition in English), 35, 2359-2359 (1996)
Brody, M. S.; Finn, M. G.
Tetrahedron Letters, 40, 415-415 (1999)
trans-Di (?-acetato)-bis [o-(di-o-tolylphosphino) benzyl] dipalladium (II).
Speicher A, et al.
J. Prakt. Chem., 341(6), 605-608 (1999)
Herrmann, W. A.; Brossmer, C.
Angewandte Chemie (International Edition in English), 34, 1844-1844 (1995)
Alphonse Tenaglia et al.
Organic letters, 8(19), 4315-4318 (2006-09-08)
Herrmann-Beller (H-B) phosphapalladacycle selectively catalyzed the addition of terminal alkynes across one double bond of norbornadiene to afford exo-5-alkynyl-bicyclo[2.2.1]hept-2-enes. The reaction shows general applicability to various functionalized alkynes and bicyclo[2.2.1]hepta-2,5-dienes. Insights into the mechanism of this reaction are discussed.

Artículos

cataCXium® - Ligands and Complexes for Efficient Cross-Coupling Reactions. Cross-coupling reactions are an important class of catalytic transformations with applications in polymer science as well as in the fine chemicals and pharmaceutical industries.

The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes and aryl or vinyl halides (or triflates) to afford substituted alkenes.

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