Below are the resonance structures for the sigma complex that is formed when the ortho position of chlorobenzene attacks a nitronium ion. Identify the resonance structure responsible for the stability of this sigma complex (relative to the sigma complex formed from meta-attack). -NO2 -NO2 - NO2 ZON II III IV O II O IV

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.48P
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Below are the resonance structures for the sigma complex that is formed when the ortho position of chlorobenzene attacks a
nitronium ion. Identify the resonance structure responsible for the stability of this sigma complex (relative to the sigma complex
formed from meta-attack).
-NO2
-NO2
- NO2
ZON
II
III
IV
OII
O IV
Transcribed Image Text:Below are the resonance structures for the sigma complex that is formed when the ortho position of chlorobenzene attacks a nitronium ion. Identify the resonance structure responsible for the stability of this sigma complex (relative to the sigma complex formed from meta-attack). -NO2 -NO2 - NO2 ZON II III IV OII O IV
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