686891

Chiralyst P618

Umicore

• Synonym(s): 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
• Linear Formula: [Rh(C₅Me₅)Cl₂]₂
• CAS Number: 12354-85-7
• Molecular Weight: 618.08
• MDL number: MFCD00061552
• UNSPSC Code: 12161600
• PubChem Substance ID: 329761080
• NACRES: NA.22

Properties

• Quality Level: 100
• 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

Description

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.[1]
• Regioselective C-N bond formation of azo compounds, wherein azide acts as a nitrogen source.[2]
• Annulation of N-benzoylsulfonamide with isocyanide via C-H bond activation.[3]

Legal Information

Product of Umicore

Additional information available at www.pmc.umicore.com

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302 + H312 + H332,H315
• pcodes: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312
• 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