Constitutionally identical atoms or groups in molecules which are related by symmetry
elements of the second kind only (mirror plane,
inversion 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
chiral species, the two faces are called enantiotopic.
Source:
PAC, 1996, 68, 2193
(Basic terminology of stereochemistry (IUPAC Recommendations 1996))
on page 2207
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.
