Reactions of Aromatic Compounds
Reactions of Aromatic Compounds
Reactions of Aromatic Compounds
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A Mechanism for the Alkylation Reaction<br />
The Lewis acid catalysts generally required in Friedel-Crafts<br />
reactions promote formation <strong>of</strong> strong electrophiles.<br />
(1) Generation <strong>of</strong> the Electrophile<br />
R-Cl:<br />
: :<br />
Lewis base<br />
+ AlCl 3<br />
Lewis acid<br />
+<br />
R-Cl-AlCl 3<br />
: :<br />
-<br />
Complex<br />
With 1 o halides, the complex itself, acting as an R + transfer agent,<br />
reacts with the arene.<br />
With 2 o and 3 o alkyl halides, dissociation to carbocation intermediates<br />
seems to occur, and the resulting R + species react with the arene.<br />
+<br />
R-Cl-AlCl 3<br />
: :<br />
-<br />
R + + AlCl -<br />
4
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