A cyclohexadienyl derivative formed as
Lewis adduct from a nucleophile
(
Lewis base)
and an
aromatic or heteroaromatic compound, also called Jackson–Meisenheimer
adduct. In earlier usage the term '
Meisenheimer complex' was restricted to the typical Meisenheimer alkoxide
adducts of nitro-substituted aromatic
ethers, e.g.
Analogous cationic adducts, such as:
considered to be
reaction intermediates in
electrophilic aromatic
substitution reactions,
are called '
Wheland intermediates', and sometimes, inappropriately, σ-complexes.
Source:
PAC, 1994, 66, 1077
(Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994))
on page 1138
See also:
PAC, 1995, 67, 1307
(Glossary of class names of organic compounds and reactivity intermediates based on
structure (IUPAC Recommendations 1995))
on page 1348
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.
