Accessing Boron-Doped Pentaphene Analogues from 12-Boradibenzofluorene

Borole-doped polycyclic aromatic hydrocarbons (PAHs) have garnered attention in recent years due to their attractive photophysical properties and potential utility in electronic devices. In this work, a borole-doped PAH, 12-boradibenzofluorene, is synthesized and formal intermolecular nitrene and ox...

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Published inInorganic chemistry Vol. 61; no. 25; pp. 9595 - 9604
Main Authors Akram, Manjur O., Tidwell, John R., Dutton, Jason L., Wilson, David J. D., Molino, Andrew, Martin, Caleb D.
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 27.06.2022
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Summary:Borole-doped polycyclic aromatic hydrocarbons (PAHs) have garnered attention in recent years due to their attractive photophysical properties and potential utility in electronic devices. In this work, a borole-doped PAH, 12-boradibenzofluorene, is synthesized and formal intermolecular nitrene and oxygen atom insertion reactions were employed to access 1,2-azaborine- and 1,2-oxaborine-containing analogues of the carbonaceous PAH pentaphene. Iodosobenzene is established as a versatile reagent for oxygen atom insertion reactions into a variety of borole species to access 1,2-oxaborine systems.
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ISSN:0020-1669
1520-510X
DOI:10.1021/acs.inorgchem.2c00930