Coupling reactions are incredibly important transformations in organic synthesis, both in research and in medicinal chemistry.  Current best coupling reactions, like Suzuki couplings and Sonogoshira couplings, are limited by their use of basic conditions, which cannot tolerate base-sensitive functional groups.  Recently, we reported the expedient synthesis of organotetrafluorosilicate salts.  These compounds have not been explored as coupling partners until recently and show significant potential.  The activated silicon does not seem to require a base additive in order to couple effectively.  Initial results show that tetrafluorosilicates will couple with aryldiazonium salts in the presence of a palladium catalyst, producing easily removable byproducts.  Optimization and substrate scope of this new transformation will be discussed.

Palladium-catalyzed coupling of organotetrafluorosilicate salts and aryldiazonium salts under mild conditions

ACS Spring Meeting 2021

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.