Fused polycyclic scaffolds with three-dimensional complexity from an array of stereocenters compose the core structures of countless natural product families with a variety of desirable biological activity. The development of synthetic methods and strategies to afford rapid access to these structures is essential to expose a wealth of untapped biological...
The focus of this thesis is the design of non-natural molecules for use in biological applications. Chapter one details a strategy to use small molecules to reactivate mutated p53, an oncoprotein that is prevalent in several types of cancer, back to its wild-type function. Wild-type p53 has the ability to...
In this work several self-assembling PA systems containing covalent-linking functionalities have been investigated. These covalently linkable PAs were designed to probe the supramolecular structure by covalent capture of the nanofibers and also improve the mechanical stiffness of the gel-material. The diacetylene motif was the main functional group investigated because of...
π-Conjugated oligomeric and polymeric semiconductors have been the focus of intense research over the past few decades as alternatives to inorganic semiconductors for low-cost electronic applications such as organic field-effect transistors (OFETs). These materials enable vapor- or solution-phase fabrication of large-area, light-weight electronic devices, and are compatible with plastic substrates...
Two new methods have been developed employing silicon-containing molecules in novel organic transformations. The first strategy utilizes Lewis base-activation of triethoxysilylalkynes to deliver mild acetylide nucleophile equivalents. The second approach involves the use of enolate additions to acylsilanes to generate β-silyloxy homoenolate intermediates.
Lewis base-catalyzed activation of triethoxysilylalkynes promotes the...