Bismole

Not to be confused with bismoll.
Bismole
IUPAC name

1H-Bismole
Identifiers
CAS number 89067-15-2 Y
ChemSpider 24751865 Y
Jmol-3D images Image 1
Properties
Molecular formula C4H5Bi
Molar mass 262.06 g mol−1
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Bismole is a theoretical heterocyclic organic compound, a five-membered ring with the formula C4H4BiH. It is classified as a metallole. It can be viewed as an structural analog of pyrrole, with bismuth replacing the nitrogen atom of pyrrole. The unsubstituted compound has not been isolated due to the high energy of the Bi-H bond. Substituted derivatives, which have been synthesized, are called bismoles.[1]

Reactions

2,5-Bis(trimethylsilyl)-3,4-dimethyl-1-phenyl-1H-bismole, for example, can be formed by the reaction of (1Z,3Z)-1,4-bis(trimethylsilyl)-1,4-diiodobuta-2,3-dimethyl-1,3-diene and diiodophenylbismuthine. Bismoles can be used to form ferrocene-like sandwich compounds.[2]

See also

References

  1. ^ Suzuki, Hitomi; Matano, Yoshihiro (2001), Organobismuth Chemistry, Elsevier, pp. 329, ISBN 9780444205285, http://books.google.com/books?id=qODswAbaBmsC&pg=PA329, retrieved 2010-03-04 
  2. ^ A.R. Katritzky, Otto Meth-Cohn, C.W. Rees, ed. (1995), Comprehensive Organic Functional Group Transformations, 4, Elsevier, pp. 1038–1040, ISBN 9780080423258, http://books.google.com/books?id=0RQEsfYCuBcC&pg=PA1038, retrieved 2010-03-04