The Meisenheimer complex formed during SNAr substitution is a resonance-stabilized carbanion. Which of the following groups must be present at the ortho or para positions to sufficiently lower the act

Question

The Meisenheimer complex formed during SNAr substitution is a resonance-stabilized carbanion. Which of the following groups must be present at the ortho or para positions to sufficiently lower the activation energy for its formation?

Prashant Kotian · Accepted Answer

Correct answer: D. Strong EWGs accept and heavily delocalize the negative charge of the carbanion intermediate. A para -NO2 group allows the negative charge to be pushed entirely out of the ring onto highly electronegative oxygen atoms.

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