The functionalization of π-conjugated oligomers, polymers and polycyclic aromatic hydrocarbons (PAHs) with main group elements other than C, N and O has been a topic of intense interest over the past several years. Conjugated organoboranes have attracted considerable attention owing to their fascinating optical and electronic properties that result from overlap between the empty p-orbital on boron and organic π-conjugated systems. The electron-deficient character of boron also enables Lewis acid-base interactions, which can be exploited for further tuning or applied in chemosensing schemes. Many of these compounds are highly fluorescent and have been studied for applications ranging from organic electronics, lasing, molecular switches, photochromic materials to bioimaging.<br/>In our recent work, we have developed highly robust tricoordinate organoboranes as modular building blocks for conjugated macrocycles and polymers. We have also demonstrated that directed electrophilic aromatic C-H borylation is an effective approach to prepare new B-N functionalized polycyclic aromatic species. In this presentation some of our recent results on the synthesis, properties, and optoelectronic applications of these new functional materials will be discussed.

Electron-deficient arylboranes as building blocks for optoelectronic materials

256th National Meeting (2018)

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