Expanding the BN-embedded PAH family: 4-aza-12-borachrysene

Previously unknown 4 a -aza-12 a -borachrysene has been synthesized in only four steps. The reactions of this BN-embedded PAH with bromine and organolithium compounds proceed with complete regioselectivity, resulting in the formation of nine derivatives. One of these, a phenylalkynyl-substituted der...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2020-03, Vol.56 (25), p.3669-3672
Main Authors: Abengózar, Alberto, Valencia, Isabel, Otárola, Guillermo G, Sucunza, David, García-García, Patricia, Pérez-Redondo, Adrián, Mendicuti, Francisco, Vaquero, Juan J
Format: Article
Language:English
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Summary:Previously unknown 4 a -aza-12 a -borachrysene has been synthesized in only four steps. The reactions of this BN-embedded PAH with bromine and organolithium compounds proceed with complete regioselectivity, resulting in the formation of nine derivatives. One of these, a phenylalkynyl-substituted derivative, exhibits a remarkably high fluorescence quantum yield ( Φ F = 0.68). Previously unknown 4 a -aza-12 a -borachrysene has been synthesized in only four steps.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc09998k