Metallole

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. Many 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:

Calculated geometry and inversion barrier energy E for some C4H4MH metalloles
NameMd(M-C), Åd(M-H), Åα(C-M-C), °E, kJ/mol
PyrroleN1.371.011100
PhospholeP1.811.42590.567
ArsoleAs1.941.5386125
StiboleSb2.141.72580.5160
BismoleBi2.241.8278220
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