Theoretical and Experimental Understanding of the Pull-Push Effect of B on the Synthesis of Organo-Boranes, -Sulfides and -Selenides

This thesis focuses on the so-called “pull-push” effect of B in B-B, B-Se and B-S containing reagents, as a powerful tool to selectively form new C-B, C-Se and C-S bonds respectively. This research has been covered by both the theoretical and experimental point of view. Thus, the thesis presents four main topics:
– The metal-free activation of a diboron reagent to selectively borylate vinyl epoxides and vinyl aziridines.
– The synthesis of b-seleno and b-sulfido carbonyl compounds in a simple way and in absence of additives.
– Theoretical approach to the metal-free synthesis of vinyl selenides and vinyl sulfides.
– The metal-free selenolysis and thiolisis of epoxides towards the preparation of b-hydroxy selenides and sulfides.