Differentially Protected Benzenediboronic Acids:  Divalent Cross-Coupling Modules for the Efficient Synthesis of Boron-Substituted Oligoarenes

On the basis of the boron-masking strategy, new divalent cross-coupling modules have been designed for the efficient synthesis of boron-substituted oligoarenes. The modules, i.e., monoprotected <i>o</i>-, <i>m</i>-, and <i>p</i>-benzenediboronic acid derivatives, undergo highly selective Suzuki−Miyaura coupling with sp<sup>2</sup> iodides, bromides, chlorides, and triflates, affording coupling products in which the protected boronyl groups are left intact.