Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 4243 |
| Number of pages | 10 |
| Journal | Tetrahedron |
| Volume | 67 |
| Publication status | Published - 2011 |
Fields of science
- 104003 Inorganic chemistry
- 104021 Structural chemistry
- 103 Physics, Astronomy
JKU Focus areas
- Nano-, Bio- and Polymer-Systems: From Structure to Function
- Engineering and Natural Sciences (in general)