Cyclic Diaryl λ 3 -Chloranes: Reagents and Their C–C and C–O Couplings with Phenols via Aryne Intermediates
Résumé
Hypervalent chloranes are a class of rare and poorly explored reagents. Their unique electronic properties confer them reactivity that is complementary to that of the common iodanes and emerging bromanes. Highly chemo-and regio-selective, metalfree and mild CC and CO couplings are reported here. Experimental and computational mechanistic studies elucidate the unprecedented reactivities and selectivities of these systems and the intermediacy of aryne intermediates. The synthetic potential of these transformations is further demonstrated via post-functionalization of CC and CO coupling products obtained from reactions of chloranes with phenols under different conditions.
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