Metalloles are metallacycle derivatives of cyclopentadiene in which the carbon atom at position 5, the saturated carbon, is replaced by a heteroatom. In contrast to its parent compound, the numbering of the metallole starts at the heteroatom. Some of these compounds are described as organometallic compounds, but in the list below quite a number of metalloids are present too. Some metalloles are fluorescent. Polymeric derivatives of pyrrole and thiophene are of interest in molecular electronics. Metalloles, which can also be viewed as structural analogs of pyrrole, include:
Arsole, a moderately-aromatic arsenic analog Bismole, a bismuth analog Borole, a boron analog Furan (oxole), an oxygen analog Gallole, a gallium analog Germole, a germanium analog Phosphole, a phosphorus analog Pyrrole (azole), a nitrogen analog Selenophene, a selenium analog Silole, a silicon analog Stannole, a tin analog Stibole, an antimony analog Tellurophene, a tellurium analog Plumbole, a lead analog Thiophene, a sulfur analog Titanacyclopentadiene, e.g. (C5H5)2TiC4Ph4 Zirconacyclopentadiene, e.g. (C5H5)2ZrC4Ph4 Ferrole, an iron analog
See also Metallacyclopentanes
References

![Metallole: Structure of the ferrole complex Fe2(C4H4)(CO)6.[8]](https://upload.wikimedia.org/wikipedia/commons/thumb/2/2c/Ferrole-3D-balls.png/500px-Ferrole-3D-balls.png?utm_source=en.wikipedia.org&utm_campaign=parser&utm_content=thumbnail)
