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671916

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

Name: <I>trans</I>-Bis(acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II)
Brand: ALDRICH

98%

Synonym(s):

trans-Di(μ-acetato)bis[o-(di-o-tolyl-phosphino)benzyl]dipalladium(II), trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium, Herrmann′s catalyst, Herrmann′s palladacycle, Herrmann-Beller catalyst, Herrmann-Beller palladacycle, cataCXium^® C

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About This Item

Empirical Formula (Hill Notation):

C₄₆H₄₆O₄P₂Pd₂

CAS Number:

172418-32-5

Molecular Weight:

937.64

NACRES:

NA.22

PubChem Substance ID:

329760447

UNSPSC Code:

12161600

MDL number:

MFCD01075746

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Properties

Quality Level

100

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

Description

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

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Articles

cataCXium® Catalysts

cataCXium^® ligands facilitate cross-coupling reactions, essential in polymer science, fine chemicals, and pharmaceutical industries.

Herrmann, W. A.; Brossmer, C.

Angewandte Chemie (International Edition in English), 34, 1844-1844 (1995)

Herrmann-Beller phosphapalladacycle-catalyzed addition of alkynes to norbornadienes.

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.

Louie, J.; Hartwig, J. F.

Angewandte Chemie (International Edition in English), 35, 2359-2359 (1996)

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Global Trade Item Number

SKU	GTIN
671916-5G	04061833449080
671916-1G	04061826680476