Английская Википедия:Fulvenes

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Файл:Fulvene with hydrogens.svg
Chemical structure of fulvene

Fulvenes are the class of hydrocarbon obtained by formally cross-conjugating one ring and methylidene through a common exocyclic double bond.[1][2]

The name is derived from fulvene, which has one pentagonal ring. Other examples include methylenecyclopropene (triafulvene) and heptafulvene.

Subclasses

Several types of fulvenes are defined.[3] They are:

Preparation

Fulvenes are readily prepared by the condensation of cyclopentadiene and aldehydes and ketones:

C5H6 + R2C=O → C4H4C=CR2 + H2O

Thiele is credited with discovering this reaction.[4][5]

Modern synthesis of fulvenes employ buffer systems.[6][7]

Ligand in organometallic chemistry

Fulvenes are common ligands and ligand precursors in organometallic chemistry.[8] 2,3,4,5-Tetramethylfulvene, abbreviated Me4Fv, results from the deprotonation of cationic pentamethylcyclopentadienyl complexes.[9] Some Me4Fv complexes are called tuck-in complexes.

Файл:FulveneCmpxs.png
η4- and η6-fulvene complexes

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References

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