Cyclooctatetraenide anion
Names | |
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Preferred IUPAC name
Cyclooctatetraenediide | |
Identifiers | |
3D model (JSmol)
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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 |
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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[]
- Tropylium ion
- Cyclopentadienyl anion
References[]
- ^ 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.
- ^ 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.
Categories:
- Simple aromatic rings
- Anions
- Non-benzenoid aromatic carbocycles