Tris(dibenzylideneacetone)dipalladium(0) - ≥97% , CAS No.51364-51-3

CAS: 51364-51-3 Cat. No.: T118850 Peso molecular: 915.74 Número EC: 610-654-4

GRADE & PURITY ≥97%

Synonyms

[Pd2(dba)3] x dba | Pd2dba3 | Tris-DBA palladium | tris(dibenzylideneaceton)dipalladium (0) | tris(dibenzylideneacetone)dipalladium (o) | Tris(dibezylideneacetone)dipalladium | tris (dibenzylideneacetone)dipalladium (0) | 4-Thiazolidinone,3-(phenylmethyl)

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Descripción general

Catalyst for [2+2+2] cycloaddtion of didehydrotriphenylenes to the corresponding extended triphenylenes. Catalyst for the carbonylation of β,β-imidoyl iodides to the corresponding imidate esters used, in turn, to prepare cyclic, quaternary amino acids. Catalyst for cross-coupling reactions.
A cycloaddition catalyst.

Product class
M-C, Homogeneous Catalysts, Diene/Dienyl Ligands

Reaction type
Cross Coupling Reactions with Arenes, Amination, Buchwald-Hartwig Aminaton, Carbonylation, Mizoroki Heck Coupling Reaction, Stille Reaction, Suzuki-Miyaura Coupling Reaction, Oxidation, Reduction

Chemical properties

Chemical formula

C51H42O3Pd2

Empirical formula

[Pd2(dba)3] x dba

Molecular weight

915.73

Metal

Pd

Theoretical metal content

16

Physical state

crystalline

Color

dark purple

Applications & references

Palladium catalyzed conversion of aryl chlorides and triflates to nitroaromatics.

Reference: J. Am. Chem. Soc. 2009, 131, 12898 (DOI: 10.1021/ja905768k)

Site selective sp³ palladium catalyzed direct arylation for a rapid derivatization of heterocyclic compounds.

Reference: J. Am. Chem. Soc. 2008, 130, 3266. (DOI: 10.1021/ja710451s)

One-pot ketoindoline synthesis by Palladium catalyzed γ-arylation of β,γ-unsaturated ketones.

Reference: Angew. Chem. Int. Ed. 2008, 47, 177. (DOI: 10.1002/anie.200704529)

Asymmetric synthesis of indolines by Palladium catalyzed arylation of β,γ-unsaturated ketones.

Reference: Angew. Chem. Int. Ed. 2008, 47, 177. (DOI: 10.1002/anie.200704529)

Suzuki cross coupling of aryl chorides with arylboronic acids.

Reference: Angew. Chem. Int. Ed. 1998, 37, 3387. (DOI: 10.1002/(SICI)1521-3773(19981231)37:24<3387::AID-ANIE3387>3.0.CO;2-P)

Efficient method for Suzuki-Miyaura reaction of lithium triisopropyl 2-pyridylborates and aryl chlorides.

Reference: Angew. Chem. Int. Ed. 2008, 48, 4695. (DOI: 10.1002/anie.200801465)

Palladium catalyzed aminocarbonylation of aryl halides.

Reference: J. Am. Chem. Soc. 2013, 135, 16841. (DOI: 10.1021/ja4098093)

Specifications

Sinónimos

[Pd2(dba)3] x dba | Pd2dba3 | Tris-DBA palladium | tris(dibenzylideneaceton)dipalladium (0) | tris(dibenzylideneacetone)dipalladium (o) | Tris(dibezylideneacetone)dipalladium | tris (dibenzylideneacetone)dipalladium (0) | 4-Thiazolidinone, 3-(phenylmethyl)

Especificaciones y pureza

≥97%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C, Protected from light, Argon charged

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥97%

Nombres e identificadores

• Sonrisas canónicas: C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.[Pd].[Pd]
• IUPAC Name: (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one;palladium
• InChIKey: CYPYTURSJDMMMP-WVCUSYJESA-N
• INCHI: 1S/3C17H14O.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;;/h3*1-14H;;/b3*13-11+,14-12+
• Isómeros SMILES: C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2.C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2.C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2.[Pd].[Pd]
• WGK Alemania: 2
• CAS alternativo: 51364-51-3,60748-47-2
• Número ONU: 3077
• Grupo de embalaje: III
• Peso molecular: 915.74

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Cinnamic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Cinnamic acids and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Cinnamic acids and derivatives
• Alternative Parents: Styrenes Enones Acryloyl compounds Ketones Organic transition metal salts Organic oxides Hydrocarbon derivatives
• Molecular Framework: Not available
• Substituents: Cinnamic acid or derivatives - Styrene - Benzenoid - Monocyclic benzene moiety - Alpha,beta-unsaturated ketone - Enone - Acryloyl-group - Ketone - Organic transition metal salt - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Solubilidad: Soluble in water (reacts), chloroform, DMSO (11 mM), benzene, and toluene.
• Sensibilidad: Air & Moisture & light Sensitive
• Punto de fusión (°C): 152-155°C
• Peso molecular: 915.700 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 916.121 Da
• Monoisotopic Mass: 914.12 Da
• Topological Polar Surface Area: 51.200 Ų
• Heavy Atom Count: 56
• Formal Charge: 0
• Complexity: 272.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 6
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 6
• Covalently-Bonded Unit Count: 5

XLogP3

Referencias

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