Reactions catalyzed by small organic molecules through noncovalent interactions are emerging as powerful tools for the synthesis of valuable target molecules. Hydrogen bond donors (HBDs) are useful noncovalent catalysts able to interact with a variety of functional groups and operate in a number of transformations.  Despite the undeniable potential of HBD catalysis there are challenges still facing the field, such as high catalyst loadings and limited reactivity patterns, which often prevent its widespread use in academia and industry.  In an effort to overcome these barriers we have identified internal Lewis acid assisted ureas and silanediols as two new families of HBDs with improved activity. Specific aspects behind the development of these enhanced HBD catalysts, including the rationale behind their design, mechanistic studies and applications toward the synthesis of bioactive targets, will be presented.

Enhanced hydrogen bond donor catalysis

243rd National Meeting (2012)

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