This ground-breaking new work in metal-carboryne chemistry shows how transition metals can mediate or catalyze the cycloaddition or coupling reactions of carboryne with alkynes or alkenes to afford benzocarboranes, alkenylcarboranes or dihydrobenzocarboranes.

Zaozao Qiu shows in this thesis that transition metals can mediate or catalyze the cycloaddition or coupling reactions of carboryne with alkynes or alkenes to afford benzocarboranes, alkenylcarboranes or dihydrobenzocarboranes. These results represent powerful strategies to assemble useful complex molecules from very simple precursors in a single operation. Carboranes have many applications in medicine. However, their unique structures make derivatization difficult and the limited efficient synthetic methods to obtain functional carborane materials have restricted applications of carboranes within a narrow scope. This work breaks a new ground in metal-carboryne chemistry and will have a significant impact on synthetic, cluster and materials chemistry.

Nominated by The Chinese University of Hong Kong as an outstanding PhD thesis Ground-breaking new work in metal-carboryne chemistry Inspiration for future work on synthetic, cluster and materials chemistry Includes supplementary material: sn.pub/extras

Klappentext

In this thesis, Zaozao Qiu shows that transition metals can mediate or catalyze cycloaddition and coupling reactions of carboryne with alkynes or alkenes. These reactions afford benzocarboranes, alkenylcarboranes or dihydrobenzocarboranes, and are powerful strategies to assemble useful complex molecules in a single operation from very simple precursors. Carboranes have many applications in medicine. However, their unique structures make derivatization difficult and until now limited efficient synthetic methods to obtain functional carborane materials have restricted their application. This work breaks new ground in metal-carboryne chemistry and will have a significant impact on synthetic, cluster and materials chemistry.

Inhalt
Introduction.- Nickel-1,2-o-Carboryne Complexes.- Nickel-Mediated Coupling Reactions of 1,2-o-Carboryne with Alkenes.- Nickel-Mediated/Catalyzed Three-Component Cycloaddition Reaction of 1,2-o-Carboryne/Arynes, Alkenes, and Alkynes.- Nickel-Catalyzed Regioselective [2+2+2] Cycloaddition of 1,2-o-Carboryne with Alkynes.- Palladium/Nickel-Cocatalyzed [2+2+2] Cycloaddition of 1,3-o-Carboryne with Alkynes.- Conclusion.- Experimental Section.