Oxidative self-coupling reactions of various arylmagnesium bromides with TiCl4 affords the corresponding symmetric biaryls in moderate to good yields at 0°C or lower. Tributylmagnesate-induced halogen–magnesium exchange of aryl halides followed by the coupling reaction provides biaryls in good yields under mild conditions. This method can achieve a one-pot synthesis of biaryls containing functional groups such as esters, amides, or nitriles.
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Inoue et al. (2000) studied this question.
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