Suzuki-Miyaura Cross-Coupling Reaction on Asymmetric Copper trans-A2B-Corroles with Excellent Functional Group Tolerance.
Sprache des Titels:
The palladium-catalyzed Suzuki-Miyaura cross-coupling reaction has been investigated on meso-substituted trans A2B-corroles using tailored Pd-catalyst systems.
We present the first examples of Suzuki-Miyaura cross-coupling reactions on meso-substituted trans A2B-corrole derivatives with neutral, sterically hindered, inactivated and hetero-aromatic boronic acids and esters,alkenylboronic acids, as well as quickly deboronating aryl boronic acids and benzo-condensated five membered heterocyclic boronic
acids. In addition, we established a high-yield procedure for the Suzuki-Miyaura cross-coupling reaction of corroles with neutral boronic acids.
Due to the lability of the free-base corrole macrocycles, functionalization of the corrole periphery was performed with the corresponding Cu-metallated species. Meso-substituted trans-A2B-corrole can hence be regarded as highly versatile platform towards more sophisticated corrole systems.