Names | |
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IUPAC name
di-μ-chlorido-
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Other names
Cyclooctadiene rhodium chloride dimer
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Identifiers | |
3D model (
JSmol)
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ChemSpider | |
ECHA InfoCard | 100.031.949 |
EC Number |
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PubChem
CID
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CompTox Dashboard (
EPA)
|
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Properties | |
C16H24Cl2Rh2 | |
Molar mass | 493.0806 g/mol |
Density | 1.93 g/cm3 |
Melting point | 243 °C (469 °F; 516 K) |
Solubility | dichloromethane |
Hazards | |
GHS labelling: | |
Warning | |
H302, H315, H317, H319, H335, H411 | |
P261, P264, P270, P271, P272, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Cyclooctadiene rhodium chloride dimer is the organorhodium compound with the formula Rh2Cl2(C8H12)2, commonly abbreviated [RhCl(COD)]2 or Rh2Cl2(COD)2. This yellow-orange, air-stable compound is a widely used precursor to homogeneous catalysts. [1]
The synthesis of [RhCl(COD)]2 involves heating a solution of hydrated rhodium trichloride with 1,5-cyclooctadiene in aqueous ethanol in the presence of sodium carbonate: [1] [2]
[RhCl(COD)]2 is principally used as a source of the electrophile "[Rh(COD)]+."
In this way, chiral phosphines can be attached to Rh. The resulting chiral complexes are capable of asymmetric hydrogenation. [3] A related but still more reactive complex is chlorobis(cyclooctene)rhodium dimer. The dimer reacts with a variety of Lewis bases (L) to form adducts with the stoichiometry RhCl(L)(COD).
The molecule consists of a pair of square planar Rh centers bound to a 1,5-cyclooctadiene and two chloride ligands that are shared between the Rh centers. The Rh2Cl2 core is also approximately planar, [4] in contrast to the highly bent structure of cyclooctadiene iridium chloride dimer where the dihedral angle is 86°.
Names | |
---|---|
IUPAC name
di-μ-chlorido-
| |
Other names
Cyclooctadiene rhodium chloride dimer
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.031.949 |
EC Number |
|
PubChem
CID
|
|
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C16H24Cl2Rh2 | |
Molar mass | 493.0806 g/mol |
Density | 1.93 g/cm3 |
Melting point | 243 °C (469 °F; 516 K) |
Solubility | dichloromethane |
Hazards | |
GHS labelling: | |
Warning | |
H302, H315, H317, H319, H335, H411 | |
P261, P264, P270, P271, P272, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Cyclooctadiene rhodium chloride dimer is the organorhodium compound with the formula Rh2Cl2(C8H12)2, commonly abbreviated [RhCl(COD)]2 or Rh2Cl2(COD)2. This yellow-orange, air-stable compound is a widely used precursor to homogeneous catalysts. [1]
The synthesis of [RhCl(COD)]2 involves heating a solution of hydrated rhodium trichloride with 1,5-cyclooctadiene in aqueous ethanol in the presence of sodium carbonate: [1] [2]
[RhCl(COD)]2 is principally used as a source of the electrophile "[Rh(COD)]+."
In this way, chiral phosphines can be attached to Rh. The resulting chiral complexes are capable of asymmetric hydrogenation. [3] A related but still more reactive complex is chlorobis(cyclooctene)rhodium dimer. The dimer reacts with a variety of Lewis bases (L) to form adducts with the stoichiometry RhCl(L)(COD).
The molecule consists of a pair of square planar Rh centers bound to a 1,5-cyclooctadiene and two chloride ligands that are shared between the Rh centers. The Rh2Cl2 core is also approximately planar, [4] in contrast to the highly bent structure of cyclooctadiene iridium chloride dimer where the dihedral angle is 86°.