https://doi.org/10.1351/goldbook.E02083
Constitutionally identical atoms or groups in molecules which are related by symmetry elements of the second kind only (mirror plane, @I03146@ centre or rotation–reflection axis). For example the two groups c in a grouping Cabcc are enantiotopic. Replacement of one of a pair of enantiotopic groups forms one of a pair of enantiomers. Analogously, if complexation or addition to one of the two faces defined by a double bond or other molecular plane gives rise to a @C01057@ species, the two faces are called enantiotopic.
See also:
prochiral
, diastereotopic