Английская Википедия:Dihydroimidazol-2-ylidene

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Шаблон:Chembox

Dihydroimidazol-2-ylidene is a hypothetical organic compound with formula C3H6N2. It would be a heterocyclic compound, formally derived from imidazolidine with two hydrogen atoms removed from carbon number 2, leaving two vacant chemical bonds — which makes it a carbene.

Although carbenes in general are extremely short-lived, some derivatives of this compound are surprisingly stable, and form an important class of the persistent carbenes. They include the first stable carbenes postulated (but not isolated) by Hans-Werner Wanzlick around 1960.[1][2][3]

Файл:Wanzlick1.png
Wanzlick's mechanism for the reaction of dihydroimidazol-2-ylidene with electrophiles
Файл:SIMes.png
1,3-Dimesityl-imidazol-4,5-dihydro-2-ylidene, a stable carbene without delocalization around the ring containing the carbenic carbon
(external viewer)

They also include an example of the (saturated) imidazolin-2-ylidene (carbene) reported by A.J. Arduengo in 1995.[4]

References

Шаблон:Reflist

Шаблон:Heterocyclic-stub