The reaction of 2-(arylethynyl)biphenyls with ICl at -78 degrees C affords substituted polycyclic aromatic iodides in good to excellent yields. The aryl substituents can be either electron-donating or electron-withdrawing groups such as OMe, Me, CHO, CO(2)Et or NO(2) groups. This chemistry has been successfully extended to systems containing a variety of polycyclic and heterocyclic rings. [reaction: see text]
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