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  2. Mesomeric effect - Wikipedia

    en.wikipedia.org/wiki/Mesomeric_effect

    The +M effect, also known as the positive mesomeric effect, occurs when the substituent is an electron donating group. The group must have one of two things: a lone pair of electrons, or a negative charge. In the +M effect, the pi electrons are transferred from the group towards the conjugate system, increasing the density of the system.

  3. Carbanion - Wikipedia

    en.wikipedia.org/wiki/Carbanion

    the inductive effect. Electronegative atoms adjacent to the charge will stabilize the charge; the extent of conjugation of the anion. Resonance effects can stabilize the anion. This is especially true when the anion is stabilized as a result of aromaticity. Geometry also affects the orbital hybridization of the charge-bearing carbanion. The ...

  4. Feshbach resonance - Wikipedia

    en.wikipedia.org/wiki/Feshbach_resonance

    In physics, a Feshbach resonance can occur upon collision of two slow atoms, when they temporarily stick together forming an unstable compound with short lifetime (so-called resonance). [1] It is a feature of many-body systems in which a bound state is achieved if the coupling(s) between at least one internal degree of freedom and the reaction ...

  5. E1cB-elimination reaction - Wikipedia

    en.wikipedia.org/wiki/E1cB-elimination_reaction

    An example of the E1cB reaction mechanism in the degradation of a hemiketal under basic conditions. The E1cB elimination reaction is a type of elimination reaction which occurs under basic conditions, where the hydrogen to be removed is relatively acidic, while the leaving group (such as -OH or -OR) is a relatively poor one.

  6. Hyperconjugation - Wikipedia

    en.wikipedia.org/wiki/Hyperconjugation

    Hyperconjugation can be used to rationalize a variety of chemical phenomena, including the anomeric effect, the gauche effect, the rotational barrier of ethane, the beta-silicon effect, the vibrational frequency of exocyclic carbonyl groups, and the relative stability of substituted carbocations and substituted carbon centred radicals, and the thermodynamic Zaitsev's rule for alkene stability.

  7. Anomeric effect - Wikipedia

    en.wikipedia.org/wiki/Anomeric_effect

    The α- and β-anomers of D-glucopyranose.. In organic chemistry, the anomeric effect or Edward-Lemieux effect (after J. T. Edward and Raymond Lemieux) is a stereoelectronic effect that describes the tendency of heteroatomic substituents adjacent to the heteroatom in the ring in, e.g., tetrahydropyran to prefer the axial orientation instead of the less-hindered equatorial orientation that ...

  8. Aldol reaction - Wikipedia

    en.wikipedia.org/wiki/Aldol_reaction

    The aldol reaction has one underlying mechanism: a carbanion-like nucleophile attacks a carbonyl center. [ 12 ] If the base is of only moderate strength such as hydroxide ion or an alkoxide , the aldol reaction occurs via nucleophilic attack by the resonance-stabilized enolate on the carbonyl group of another molecule.

  9. Organolithium reagent - Wikipedia

    en.wikipedia.org/wiki/Organolithium_reagent

    [7] [14] Formation of aggregates is influenced by electrostatic interactions, the coordination between lithium and surrounding solvent molecules or polar additives, and steric effects. [ 7 ] A basic building block toward constructing more complex structures is a carbanionic center interacting with a Li 3 triangle in an η 3 - fashion. [ 5 ]