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Chapter 23: Aryl Halides |
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Elimination-Addition Mechanism: Benzyne
Summary:
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This pathway is followed when the nucleophile is an exceptionally strong
base (e.g. amide ion, NH2-) and the absence
of the strong electron withdrawing groups:
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Nucleophilic substitution can lead to substitution on either
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the same carbon that bore the leaving group (see addition mechanism above)
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or on an adjacent carbon (see addition mechanism below)
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This is most readily apparent when the benzyne is substituted:
