" /> negative hyper-conjugation - CISMeF





Preferred Label : negative hyper-conjugation;

IUPAC definition : The effect of donation of electron density from filled π or n sub π /sub -orbitals to the symmetry adapted σ*-orbital(s) of σ-bond(s) of a molecular entity resulting in building π-character into bonds that nominally possess only σ-character. The consequences of the effect are, for example, in elongation of the C–F bond in the β-fluoroethyl anion and stabilization of the anti-periplanar conformation of fluoromethylamine.;

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The effect of donation of electron density from filled π or n sub π /sub -orbitals to the symmetry adapted σ*-orbital(s) of σ-bond(s) of a molecular entity resulting in building π-character into bonds that nominally possess only σ-character. The consequences of the effect are, for example, in elongation of the C–F bond in the β-fluoroethyl anion and stabilization of the anti-periplanar conformation of fluoromethylamine.

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06/05/2025


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