[1,3-Bis(ethoxycarbonyl)-2,4,5-trimethylcyclopentadien-1-yl]rhodium(III) Dichloride Dimer TCI B6169

Chemical Identity

Other names: [CpE RhCl2]2 · Dichloro[1,3-bis(ethoxycarbonyl)-2,4,5-trimethylcyclopentadienyl]rhodium(III) Dimer · Bis[(1,2,3,4,5-eta)-1,3-bis(ethoxycarbonyl)-2,4,5-trimethyl-2,4-cyclopentadien-1-yl]di-mu-chlorodichlorodirhodium ·
CAS No.: 1352745-18-6
PubChem: CID 146680187·SID 468590956
Formula: C28H38Cl4O8Rh2
Molecular weight: 850.22 g/mol
Purity: >95.0%(T)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: bis(dichlororhodium(1+));bis((E)-ethoxy-(3-ethoxycarbonyl-2,4,5-trimethylcyclopenta-2,4-dien-1-ylidene)methanolate)
SMILES: CCOC(=O)C1=C(C(=C([O-])OCC)C(=C1C)C)C.CCOC(=O)C1=C(C(=C([O-])OCC)C(=C1C)C)C.Cl[Rh+]Cl.Cl[Rh+]Cl
InChIKey: FHZVVOKESDWYRG-NKSZVTFCSA-H

Rp 10.890.600,00

~~Rp 7.631.400,00~~ Rp 10.890.600,00

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Berat 200mg

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[1,3-Bis(ethoxycarbonyl)-2,4,5-trimethylcyclopentadien-1-yl]rhodium(III) Dichloride Dimer is a dimeric rhodium(III) catalyst specifically utilized in C–H bond activation reactions, enabling direct functionalization of inert carbon–hydrogen bonds without substrate pre-functionalization. This organometallic complex, featuring a substituted cyclopentadienyl ligand, is widely employed in oxidative annulation and directing-group-assisted cross-coupling methodologies. Its high reactivity and selectivity under mild conditions make it a preferred catalyst for the synthesis of fused heterocycles and the construction of C–C and C–heteroatom bonds in synthetic organic and medicinal chemistry research.

Advantages (TCI brochure)

Powerful precatalyst for C-H bond activation

TCI brochures (PDF)

Electron-deficient Cyclopentadienyl Ligand Precursor and its Rhodium Complex 2025-01-10 · p. 1
C-H Bond Activation Reaction 2025-06-20 · p. 5
Transition Metal Catalysts 2026-04-10 · p. 10

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From the TCI brochure

Oxidative annulation of anilides with alkynes
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References cited in the TCI brochure

Yu Shibata. Catalytic [2+2+1] Cross‐Cyclotrimerization of Silylacetylenes and Two Alkynyl Esters To Produce Substituted Silylfulvenes Angewandte Chemie International Edition, 2011. doi:10.1002/anie.201105517
Yuki Hoshino. Oxidative Annulation of Anilides with Internal Alkynes Using an (Electron‐Deficient η5‐Cyclopentadienyl)Rhodium(III) Catalyst Under Ambient Conditions Advanced Synthesis & Catalysis, 2014. doi:10.1002/adsc.201300884
Yuji Takahama. Oxidative Olefination of Anilides with Unactivated Alkenes Catalyzed by an (Electron‐Deficient η5‐Cyclopentadienyl)Rhodium(III) Complex Under Ambient Conditions Chemistry – A European Journal, 2015. doi:10.1002/chem.201501232