The effect of donation of
electron density from filled π or n
π-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-
periplanarconformation of fluoromethylamine.
Source:
InChI=1/C2H4F/c1-2-3/h1-2H2/q-1
InChI=1/C2H4/c1-2/h1-2H2
InChI=1/FH/h1H/p-1/fF/h1h/q-1
InChI=1/CH4FN/c2-1-3/h1,3H2
PHXOVFDNXGUCLW-UHFFFAOYAA
VGGSQFUCUMXWEO-UHFFFAOYAE
KRHYYFGTRYWZRS-SBGXAHRHCZ
BYVCDJVESPBRQW-UHFFFAOYAF
Cite as:
IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by
A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997).
XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic,
J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8.
https://doi.org/10.1351/goldbook.
