Cyclooctatetraenide anion

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Cyclooctatetraenide anion
Cyclooctatetraenide.svg
Names
Preferred IUPAC name
Cyclooctatetraenediide
Identifiers
3D model (JSmol)
  • c1=c[cH-]c=c[cH-]c=c1
Properties
C8H82−
Molar mass 104.15 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

In chemistry, the cyclooctatetraenide anion or cyclooctatetraenide, more precisely cyclooctatetraenediide, is an aromatic species with a formula of [C8H8]2− and abbreviated as COT2−. It is the dianion of cyclooctatetraene. Salts of the cyclooctatetraenide anion can be stable, e.g., Dipotassium cyclooctatetraenide or . More complex coordination compounds are known as cyclooctatetraenide complexes, such as the actinocenes.

The structure is a planar symmetric octagon stabilized by resonance, meaning each atom bears a charge of −1/4. The length of the bond between carbon atoms is 1.432 Å. There are 10 π electrons.[1] The structure can serve as a ligand with various metals.

List of salts[]

name formula CAS remarks references
Samarium(II) cyclooctatetraenide Sm(C8H8) [2]
Dipotassium samarium(II) cyclooctatetraenide K2Sm(C8H8)2 [2]
Neodymium cyclooctatetraenide Nd(C8H8)2
Terbium cyclooctatetraenide Tb(C8H8)2
Protactinocene (Pa(C8H8)2)
Thorocene (Th(C8H8)2)
Uranocene U(C8H8)2
Neptunocene (Np(C8H8)2)
Plutonocene (Pu(C8H8)2)

See also[]

References[]

  1. ^ Jug, Karl (November 1984). "Aromaticity in unusual heteropolar monocyclic rings with (4n + 2) π electrons". The Journal of Organic Chemistry. 49 (23): 4475–4478. doi:10.1021/jo00197a029.
  2. ^ a b Wayda, Andrea L.; Cheng, Suzanne; Mukerji, Ishita (August 1987). "Cyclooctatetraenide derivatives of divalent samarium". Journal of Organometallic Chemistry. 330 (3): C17–C19. doi:10.1016/S0022-328X(00)99059-4.
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