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Merck

686891

Sigma-Aldrich

Chiralyst P618

Umicore

Sinónimos:

Pentamethylcyclopentadienylrhodium(III) chloride dimer, Di(μ-chloro)dichlorobis(pentamethylcyclopentadiene)dirhodium(III), 1,3-Cyclopentadiene, 1,2,3,4,5-pentamethyl-, rhodium complex, Bis(dichloro(pentamethylcyclopentadienyl)rhodium), Bis(pentamethylcyclopentadienylrhodium dichloride), Dichloro(pentamethylcyclopentadienyl)rhodium(II) dimer, Tetrachlorobis(pentamethylcyclopentadienyl)dirhodium

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About This Item

Fórmula lineal:
[Rh(C5Me5)Cl2]2
Número de CAS:
Peso molecular:
618.08
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

form

powder

reaction suitability

core: rhodium
reaction type: Cross Couplings
reagent type: catalyst
reaction type: C-H Activation

SMILES string

Cl[Rh]Cl.Cl[Rh]Cl.C[C]1[C](C)[C](C)[C](C)[C]1C.C[C]2[C](C)[C](C)[C](C)[C]2C

InChI

1S/2C10H15.4ClH.2Rh/c2*1-6-7(2)9(4)10(5)8(6)3;;;;;;/h2*1-5H3;4*1H;;/q;;;;;;2*+2/p-4

InChI key

QNIVKTTWBMFSBR-UHFFFAOYSA-J

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Application

Umicore Precatalysts for Asymmetric and Cross-Coupling Catalysis

Catalyst for:
  • Oxidative olefination reactions
  • C-C bond cleavage of secondary alcohols
  • Ortho C-H olefination of phenol derivatives
  • Oxidative annulation of pyridines
  • Oxidative ortho-acylation of benzamides with aldehydes via direct functionalization of the sp2 C-H bond
  • Amidation reactions
  • Reductive alkylation reactions
Pentamethylcyclopentadienylrhodium(III) chloride dimer can be used as a catalyst for:
  • The synthesis of multiaryl substituted naphthols via dual C-H bond functionalization of 2-aryloxypyridines.
  • Regioselective C-N bond formation of azo compounds, wherein azide acts as a nitrogen source.
  • Annulation of N-benzoylsulfonamide with isocyanide via C-H bond activation.

Legal Information

Product of Umicore

Additional information available at www.pmc.umicore.com

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

Rhodium-Catalyzed Annulation of N-Benzoylsulfonamide with Isocyanide through C-H Activation
Zhu C, et al.
Chemistry?A European Journal , 17(45), 12591-12595 (2011)
Rhodium-Catalyzed Synthesis of Multiaryl-substituted Naphthols via a Removable Directing Group
Wang L, et al.
advanced synthesis and catalysis, 359(21), 3818-3825 (2017)
Rhodium-Catalyzed Direct ortho C-N Bond Formation of Aromatic Azo Compounds with Azides
Wang H, et al.
The Journal of Organic Chemistry, 79(7), 3279-3288 (2014)
Rhodium-Catalyzed Synthesis of Multiaryl-substituted Naphthols via a Removable Directing Group
Wang L, et al.
Advanced Synthesis & Catalysis, 359(21), 3818-3825 (2017)

Artículos

Precatalysts for asymmetric catalysis offer batch-to-batch consistency in a range of catalytic reactions, supporting diverse research needs.

Precatalysts for asymmetric catalysis offer batch-to-batch consistency in a range of catalytic reactions, supporting diverse research needs.

Precatalysts for asymmetric catalysis offer batch-to-batch consistency in a range of catalytic reactions, supporting diverse research needs.

Precatalysts for asymmetric catalysis offer batch-to-batch consistency in a range of catalytic reactions, supporting diverse research needs.

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