Titanocene dicarbonyl

Dicarbonylbis(cyclopentadienyl)titanium is the chemical compound with the formula (η5-C5H5)2Ti(CO)2, abbreviated Cp2Ti(CO)2. This maroon-coloured, air-sensitive species is soluble in aliphatic and aromatic solvents.[1] It has been used for the deoxygenation of sulfoxides, reductive coupling of aromatic aldehydes and reduction of aldehydes.

Titanocene dicarbonyl
Dicarbonylbis(cyclopentadienyl)titanium
Space-filling model of the titanocene dicarbonyl molecule
Names
IUPAC name
dicarbonylbis(η5-cyclopentadienyl)titanium(II)
Other names
Dicarbonyldi-π-cyclopentadienyltitanium
Identifiers
3D model (JSmol)
  • InChI=1S/2C5H5.2CO.Ti/c2*1-2-4-5-3-1;2*1-2;/h2*1-3H,4H2;;;/q2*-1;;;
    Key: AYSYTHDGPPKHIU-UHFFFAOYSA-N
  • C1C=CC=[C-]1.C1C=CC=[C-]1.C(=O)=[Ti]=C=O
Properties
C12H10O2Ti
Molar mass 234.09 g/mol
Appearance maroon solid pyrophoric
Melting point 90 °C (194 °F; 363 K)
Boiling point Sublimes at 40 to 80 °C (104 to 176 °F; 313 to 353 K) at 0.001 mmHg
insoluble
Solubility in other solvents THF, benzene
Structure
tetrahedral
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 flammable
Related compounds
Related compounds
 Cp2TiCl2
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Structure and synthesis

Cp2Ti(CO)2 is prepared by the reduction of titanocene dichloride with magnesium as a slurry in THT under an atmosphere of carbon monoxide.[2]

(C5H5)2TiCl2 + Mg + 2 CO → (C5H5)2Ti(CO)2 + MgCl2

Both Cp2Ti(CO)2 and Cp2TiCl2 are tetrahedral as are related zirconium and hafnium compounds. Of historical interest, the complex was first prepared by the reduction of titanocene dichloride with sodium cyclopentadienyl under an atmosphere of carbon monoxide.[3]

Its structure has been confirmed by X-ray crystallography.[4]

References
  1. Sikora, D. J.; Moriarty, K. J.; Rausch, M. D. (1990). Reagents for Transition Metal complex and Organometallic syntheses. Inorganic Syntheses. Vol. 28. pp. 250–251. doi:10.1002/9780470132593.ch64.
  2. Snead, Thomas E. (2001). "Dicarbonylbis(cyclopentadienyl)titanium". Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons, Ltd. doi:10.1002/047084289X.rd073. ISBN 0471936235.
  3. Murray, James G. (1959). "A Metal Carbonyl Compound of Titanium". Journal of the American Chemical Society. 81 (3): 752–753. doi:10.1021/ja01512a062.
  4. Atwood, Jerry L.; Stone, Karen E.; Alt, Helmut G.; Hrncir, Duane C.; Rausch, Marvin D. (1975). "Crystal and Molecular Structure of Titanocene Dicarbonyl, (η5-C5H5)2Ti(CO)2". Journal of Organometallic Chemistry. 96: C4–C6. doi:10.1016/S0022-328X(00)86431-1.
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