Fulvene

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Fulvene is one of several hydrocarbons with the same formula as benzene, C6H6. Fulvenes include the derivatives of this simple hydrocarbon, which itself is rarely encountered.[1] Thiele is credited with discovering the scope of the reaction between cyclopentadiene and aldehydes and ketones that affords the brightly coloured fulvene derivatives.[2] Most fulvenes are prepared by the reactions starting from cyclopentadiene or sodium cyclopentadienyl.[3]

Structure of fulvene.
Structure of fulvene.


2,3,4,5-Tetramethylfulvene, abbreviated Me4Fv, is a relatively common ligand in organometallic chemistry. It typically results from the deprotonation of cationic pentamethylcyclopentadienyl complexes.[4]

[edit] References

  1. ^ Bergmann, E. D. (1968). "Fulvenes and Substituted Fulvenes". Chemical Reviews 68: 41–84. doi:10.1021/cr60251a002. 
  2. ^ Thiele, J. (1900). "Ueber Ketonreactionen bei dem Cyclopentadiën". Chemische Berichte 33: 666–673. doi:/10.1002/cber.190003301113. 
  3. ^ Hafner, K.; Vöpel, K. H.; Ploss, G.; König, C. (1973). "6-(Dimethylamino)fulvene". Organic Syntheses Coll. Vol. 5: 431. 
  4. ^ Kreindlin, A. Z.; Rybinskaya, M. A. (2004). "Cationic and Neutral Transition Metal Complexes with a Tetramethylfulvene or Trimethylallyldiene Ligand". Russian Chemical Reviews 73: 417–432. doi:10.1070/RC2004v073n05ABEH000842. 
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