Retention of configuration is the preservation of integrity of the spatial arrangement
of bonds to an
chiral centre during a chemical reaction or
transformation. It is also the configurational correlation when a chemical species Xabcd is converted
into the chemical species Xabce having the same
relative configuration. The configurational change when a chemical species Xabcd (where X is typically carbon),
having a tetrahedral arrangement of bonds to X, is converted into the chemical species
Xabce having the opposite
relative configuration (or when it undergoes an
identity reaction in which Xabcd of opposite configuration is produced) is called a Walden
inversion or
inversion of configuration. The occurrence of a Walden
inversion during a chemical
transformation is sometimes indicated in the chemical equation by the symbol shown below in place
of a simple arrow pointing from reactants to products.
Source:
PAC, 1996, 68, 2193
(Basic terminology of stereochemistry (IUPAC Recommendations 1996))
on page 2221
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.