IUPAC > Gold Book > alphabetical index > C > cross-conjugation
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cross-conjugation
In a system XC6H4GY this is conjugation involving the substituent X, the benzene ring and the side-chain connective-plus-reaction site GY, i.e. either X is a +R group and GY is a -R group, or X is a -R group and GY is a +R group. In Hammett correlations this situation can lead to the need to apply exalted substituent constants Math - text or Math - text, respectively, as in electrophilic or nucleophilic aromatic substitution, respectively. The term 'through resonance' is synonymous. Cross conjugation has also been used to describe the interactions occurring in 2-phenylallyl and similar systems.
Source:
PAC, 1994, 66, 1077 (Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)) on page 1101
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Cite as: IUPAC Compendium of Chemical Terminology, Electronic version, http://goldbook.iupac.org/C01404.html.
Transformed and rewritten from PDF version (entry http://www.iupac.org/goldbook/C01404.pdf)
by: Miloslav Nic, Jiri Jirat, Bedrich Kosata, ICT Prague, Czech Republic
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