The palate used to create high performance organic electronic materials is rich in aromatic building blocks, including numerous variations of benzene, thiophene and pyrrole rings. Over the past decade, more fundamental inquiries directed towards the physical organic chemistry of distinctly non-benzenoid examples that still satisfy “Hückel’s Rule” have indicated their promise as components of conjugated small molecules and polymers with extensive electronic delocalization. This presentation will highlight a couple vignettes from my research group in this regard, concerning new chemistries to access polycyclic aromatics containing boron centers (by way of borepins, a neutral boron-containing analogue of the tropylium ion) and new ways to access open-shell diradical states through platforms based on methano[10]annulene subunits. Photochemical creation and disruption of local aromatic substructures as a way to externally attenuate electronic properties will also be addressed.<br/>

Non-benzenoid aromatics as subunits of pi-conjugated electronic materials

254th National Meeting (2017)

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