𝜋 Bond Between Atoms of Differing Electronegativity:
A 𝜋 bond is between two atoms with different electronegativities (e.g., C=O, C=NR). The more electronegative atom pulls the 𝜋 electrons towards itself, forming a lone pair and a negative charge. The other atom, now lacking the electrons, develops a positive charge.
Lone Pair Next to a Positive Charge:
This is the reverse of pattern 1 (𝜋 Bond Between Atoms of Differing Electronegativity) A lone pair on an atom is adjacent to a positively charged carbon atom. The lone pair shifts to form a new 𝜋 bond with the positively charged carbon, neutralizing the charge on the carbon. This results in a new resonance structure with a positive charge on the atom that donated the lone pair.
Allylic Carbocation:
A positively charged carbon atom is next to a carbon-carbon double bond (𝜋 bond). The 𝜋 electrons shift to form a new 𝜋 bond with the positively charged carbon, neutralizing the charge on the carbon. This results in a new resonance structure with a positive charge on the adjacent carbon.
Lone Pair Next to a 𝜋 Bond (Allylic Lone Pair):
A lone pair on an atom is located next to a carbon-carbon double bond (𝜋 bond). The lone pair can shift to form a new 𝜋 bond, pushing the existing 𝜋 bond electrons onto the adjacent carbon atom. This results in a new resonance structure with the lone pair on the adjacent carbon.
Conjugated 𝜋 Bonds in a Ring:
Alternating double and single bonds within a ring structure (conjugated system). Example: Benzene (C6H6). 𝜋 electrons can shift around the ring, creating multiple equivalent resonance structures.