(Polar molecules, Non-polar molecules, etc.)
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I'm pretty sure delocalized pi bonds happen in molecules which have resonance structures with double or triple bonds. Just like the electrons which form the double/triple bond is delocalized, because of the resonance hybrid, the pi bond(s) would also be delocalized!
A delocalized pi bond comes from resonance structures that allow the electrons to be delocalized as well such that the bonds are spread evenly across the resonance structures so each bond length is actually the same
Pi bonds are usually rigid and they prevent atoms sharing the pi bond from rotating (atoms sharing a double or triple bond cannot rotate). Some molecules with resonance have delocalized pi bonds where the electrons in the pi bonds are free to move around. Hope this helps!
Think of benzene, where there are 3 double bonds, however, each carbon could theoretically form a double bond. Furthermore, the pi bonds are all in the same plane, allowing a sort of highway where electrons can move freely. Thus at any point the pi bond could be between any two of the carbons in benzene
Delocalized pi bonds refer to molecules that have resonance structures. This means that the pi bond can be between different atoms in the same molecule as long as it has resonance.
A delocalized pi bond is a pi bond in which a delocalized electron is present, which involves resonance structures. Since resonance structures is a combination/blend of of all the possible structures of a molecule, the electrons become delocalized, and therefore the pi bond of a double bond would be delocalized.
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