electromeric effect

A molecular @[email protected] effect occurring by an @[email protected] electron displacement (sometimes called the '@[email protected]' and, previously, the 'tautomeric mechanism') characterized by the substitution of one electron pair for another within the same atomic octet of electrons. It can be indicated by curved arrow symbolizing the displacement of electron pairs, as in:
which represents the hypothetical electron shift
The term has been deemed obsolescent or even obsolete (see @[email protected], @[email protected]). It has long been custom to use phrases such as 'enhanced substituent @[email protected]' which imply the operation of the electromeric effect, without using the term, and various modern theoretical treatments parametrize the response of substituents to 'electronic demand', which amounts to considering the electromeric effect together with the @[email protected]
PAC, 1994, 66, 1077. (Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)) on page 1109 [Terms] [Paper]