Illustrated Glossary of Organic Chemistry
Conjugation:
Special stability associated with three or more adjacent, parallel, overlapping
p
orbitals
, resulting in increased
electron delocalization
and longer electron
wavelengths
. Not limited to
pi
-
sigma
-
pi
bond
arrangements.
1,3-Butadiene
Benzene
Furan
N,N
-dimethylformamide
Allyl carbocation
Some conjugated species.
Conjugated atoms and
lone pairs
shown in red.
Cyclooctatetraene
is not conjugated. The
pi bonds
are not parallel, so each
p
orbital
is parallel to just one other
p
orbital
.
Related terms:
Resonance
,
aromaticity
,
antiaromaticity
,
nonaromatic
,
barrier to rotation
,
HOMO-LUMO gap
,
chromophore
Wikipedia entry
The Wikipedia discussion is falsely restrictive.
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