Representation of some
molecular entities solely by localized two-electron two-centre
bonds appears to be unsatisfactory. Instead, multi-centre bonds have to be considered in which electron pairs occupy orbitals encompassing three or more atomic centres. Examples include the three-centre bonds in diborane, the delocalized
π-bonding of benzene and
bridged carbocations.
Source:
PAC, 1994, 66, 1077
(Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994))
on page 1144
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.
doi:10.1351/goldbook.