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.;
Origin ID : NT07081;
See also
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.