Chlorobis(cyclooctene)iridium dimer

Chlorobis(cyclooctene)iridium dimer is an organoiridium compound with the formula Ir₂Cl₂(C₈H₁₄)₄, where C₈H₁₄ is cis-cyclooctene. Sometimes abbreviated Ir₂Cl₂(coe)₄, it is a yellow, air-sensitive solid that is used as a precursor to many other organoiridium compounds and catalysts.

Chlorobis(cyclooctene)iridium dimer

Names
IUPAC name Chlorobis(cyclooctene)iridium(I) dimer
Other names Di-μ-chlorotetrakis(cyclooctene)diiridium(I), [Ir(coe)2Cl]2
Identifiers
CAS Number	12246-51-4
3D model (JSmol)	Interactive image
ECHA InfoCard	100.159.657
EC Number	631-416-6
PubChem CID	91972094
CompTox Dashboard (EPA)	DTXSID001045899
InChI InChI=1S/4C8H14.2ClH.2Ir/c4*1-2-4-6-8-7-5-3-1;;;;/h4*1-2H,3-8H2;2*1H;;/p-2/b4*2-1-;;;; Key: CJJIQMGSHWWMCK-XFCUKONHSA-L
SMILES C1CCCC=CCC1.C1CCCC=CCC1.C1CCCC=CCC1.C1CCCC=CCC1.[Cl-].[Cl-].[Ir].[Ir]
Properties
Chemical formula	C32H56Cl2Ir2
Molar mass	896.13
Appearance	yellow solid
Melting point	160-165 °C
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P280, P304+P340, P305+P351+P338, P321, P332+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

The compound is prepared by heating an alcohol solution of sodium hexachloroiridate with cyclooctene in ethanol.^[1] The coe ligands are easily displaced by other more basic ligands, more so than the diene ligands in the related complex cyclooctadiene iridium chloride dimer. For example, with triphenylphosphine (PPh₃), it reacts to give IrCl(PPh₃)₃:^[2]

Ir₂Cl₂(C₈H₁₄)₄ + 6 PPh₃ → 2 IrCl(PPh₃)₃ + 4 C₈H₁₄