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Borole is a theoretical heterocyclic organic compound, a five-membered ring with the formula C4H4BH. It is classified as a metallole. It can be viewed as a structural analog of pyrrole, with boron replacing the nitrogen atom of pyrrole. The unsubstituted compound has not been isolated. Substituted derivatives, which have been synthesized, are called boroles. Although the Hückel's rule cannot be strictly applied to borole, it is considered to be anti-aromatic.
Reactions
The first borole to be isolated, pentaphenylborole, can be formed by the reaction of 1,1-dimethyl-2,3,4,5-tetraphenylstannole and phenylboron dichloride. Boroles can be used to form ferrocene-like sandwich compounds.
References
Borole Wikipedia(Text) CC BY-SA