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  2. Cyclopentadienyl anion - Wikipedia

    en.wikipedia.org/wiki/Cyclopentadienyl_anion

    In chemistry, the cyclopentadienyl anion or cyclopentadienide is an aromatic species with a formula of [C 5 H 5] − and abbreviated as Cp −. [1] It is formed by the deprotonation of cyclopentadiene. The cyclopentadienyl anion is a ligand which binds to a metal in organometallic chemistry. [2]

  3. Antiaromaticity - Wikipedia

    en.wikipedia.org/wiki/Antiaromaticity

    The cyclopentadienyl cation is another textbook example of an antiaromatic compound. It is conventionally understood to be planar, cyclic, and have 4 π electrons (4n for n=1) in a conjugated system. However, it has long been questioned if the cyclopentadienyl cation is genuinely antiaromatic and recent discoveries have suggested that it may ...

  4. Cyclopentadienyl radical - Wikipedia

    en.wikipedia.org/wiki/Cyclopentadienyl_radical

    In chemistry, cyclopentadienyl is a radical with the formula C 5 H 5. The related cyclopentadienyl anion (which can formally be converted to the cyclopentadienyl radical by one-electron reduction) is aromatic , and forms salts and coordination compounds .

  5. Hückel's rule - Wikipedia

    en.wikipedia.org/wiki/Hückel's_rule

    The cyclopentadienyl anion (C 5 H – 5) with six π electrons is planar and readily generated from the unusually acidic cyclopentadiene (pK a 16), while the corresponding cation with four π electrons is destabilized, being harder to generate than a typical acyclic pentadienyl cations and is thought to be antiaromatic. [8] Similarly, the ...

  6. Aromaticity - Wikipedia

    en.wikipedia.org/wiki/Aromaticity

    Aromaticity is found in ions as well: the cyclopropenyl cation (2e system), the cyclopentadienyl anion (6e system), the tropylium ion (6e), and the cyclooctatetraene dianion (10e). Aromatic properties have been attributed to non-benzenoid compounds such as tropone. Aromatic properties are tested to the limit in a class of compounds called ...

  7. Cyclopentadienyl - Wikipedia

    en.wikipedia.org/wiki/Cyclopentadienyl

    Cyclopentadienyl can refer to Cyclopentadienyl anion, ... Cyclopentadienyl cation, [C 5 H 5] + See also. Pentadienyl This page was last edited on 3 July 2021 ...

  8. Cyclopentadiene - Wikipedia

    en.wikipedia.org/wiki/Cyclopentadiene

    Cyclopentadiene is an organic compound with the formula C 5 H 6. [6] It is often abbreviated CpH because the cyclopentadienyl anion is abbreviated Cp −.. This colorless liquid has a strong and unpleasant odor.

  9. Borole - Wikipedia

    en.wikipedia.org/wiki/Borole

    Since borole dianions are isoelectronic to the ubiquitous cyclopentadienyl anion, aromatic delocalisation of the 6π electrons should cause bond lengths assimilation within the BC 4 backbone. This is exactly what was found for several characterised structures, namely K 2 [PhBC 4 Ph 4], K 2 [(4-Me 3 Si-C 6 H 4)BC 4 Ph 4] and K 2 [ClBC 4 Ph 4 ...