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  2. Carbanion - Wikipedia

    en.wikipedia.org/wiki/Carbanion

    A carbanion is one of several reactive intermediates in organic chemistry. In organic synthesis, organolithium reagents and Grignard reagents are commonly treated and referred to as "carbanions." This is a convenient approximation, although these species are generally clusters or complexes containing highly polar, but still covalent bonds metal ...

  3. Bicyclic molecule - Wikipedia

    en.wikipedia.org/wiki/Bicyclic_molecule

    Bicyclic molecules are described by IUPAC nomenclature. [6] [7] [8] The root of the compound name depends on the total number of atoms in all rings together, possibly followed by a suffix denoting the functional group with the highest priority.

  4. Ylide - Wikipedia

    en.wikipedia.org/wiki/Ylide

    An ylide (/ ˈ ɪ l aɪ d /) [1] or ylid (/ ˈ ɪ l ɪ d /) is a neutral dipolar molecule containing a formally negatively charged atom (usually a carbanion) directly attached to a heteroatom with a formal positive charge (usually nitrogen, phosphorus or sulfur), and in which both atoms have full octets of electrons.

  5. Negative hyperconjugation in silicon - Wikipedia

    en.wikipedia.org/wiki/Negative_hyperconjugation...

    Stabilisation of anions by silicon [4]. The silicon α and β effects arise because 3rd period heteroatoms can stabilize adjacent carbanions charges via hyperconjugation.

  6. Horner–Wadsworth–Emmons reaction - Wikipedia

    en.wikipedia.org/wiki/Horner–Wadsworth–Emmons...

    The Horner–Wadsworth–Emmons (HWE) reaction is a chemical reaction used in organic chemistry of stabilized phosphonate carbanions with aldehydes (or ketones) to produce predominantly E-alkenes. [1] The Horner–Wadsworth–Emmons reaction. In 1958, Leopold Horner published a modified Wittig reaction using phosphonate-stabilized carbanions.

  7. Peterson olefination - Wikipedia

    en.wikipedia.org/wiki/Peterson_olefination

    When the α-silyl carbanion contains only alkyl, hydrogen, or electron-donating substituents, the stereochemical outcome of the Peterson olefination can be controlled, [7] because at low temperature the elimination is slow and the intermediate β-hydroxysilane can be isolated. Once isolated, the diastereomeric β-hydroxysilanes are separated.

  8. Enolate - Wikipedia

    en.wikipedia.org/wiki/Enolate

    Enolate anions are electronically related to allyl anions. The anionic charge is delocalized over the oxygen and the two carbon sites. Thus they have the character of both an alkoxide and a carbanion. [5] Although they are often drawn as being simple salts, in fact they adopt complicated structures often featuring aggregates. [6]

  9. Darzens reaction - Wikipedia

    en.wikipedia.org/wiki/Darzens_reaction

    Organic Chemistry Portal RSC ontology ID The Darzens reaction (also ... Because of the ester substituents, this carbanion is a resonance-stabilized enolate.

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