Nucleophilic Aromatic Substitution

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4 Terms

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Nucleophilic Aromatic Substitution (NAS)

  • Not the traditional SN type mechanism.

  • With a strong electron-withdrawing group (typically NO2), a nucleophile can be added and aromaticity will temporarily break.

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NAS Leaving Group

  • To regenerate a aromatic system a negatively-charged group must be kicked out (not hydrogen).

  • A leaving group must be attached prior to NAS.

<ul><li><p>To regenerate a aromatic system a negatively-charged group must be kicked out (not hydrogen). </p></li><li><p>A leaving group must be attached prior to NAS.</p></li></ul><p></p>
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NAS SIze

  • The leaving group must be small enough to allow the nucleophile to attack.

<ul><li><p>The leaving group must be small enough to allow the nucleophile to attack.</p></li></ul><p></p>
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