Albright, Emily2023-03-012023-03-012017https://unbscholar.lib.unb.ca/handle/1882/13212The ability to control the physical and electronic properties of conjugated polymers and small molecules has led to considerable focus on developing new electron-accepting (EA) and electron-donating (ED) building blocks, which are essential for obtaining new and efficient organic electronic materials. This work involves the design, synthesis and characterization of fused thieno-isoindole scaffolds as versatile electronic building blocks. The advantages of the dibenzothieno-isoindole dione scaffold include the potential for a concise, 3-step synthetic route from easily available starting materials and the capacity to fine-tune physical, optical, and electronic properties via numerous synthetic handles. A short efficient synthesis to dibenzothieno-isoindole dione derivatives was therefore developed from commercially available starting materials. Two steps are required; a Suzuki-Miyaura coupling followed by an oxidative cyclization. The synthesis of several dibenzothieno-isoindole dione derivatives will be discussed as well as structure activity relationships, solid-state structure, and physicochemical properties. The investigation of noncovalent interactions involving halogens has led to the discovery of numerous reliable motifs for supramolecular design. Four isomers of diiodo-xylene were synthesized and their single crystal X-ray structures determined. I⋯I interactions were found to play a strong role in defining the crystal packing patterns of these simple aromatic structures.text/xmlxiv, 206 pageselectronicen-CAhttp://purl.org/coar/access_right/c_abf2master thesis2023-03-01Eisler, SaraChemistry