4.8 Article

Synthesis, Structure, and Photophysical Properties of BN-Embedded Analogue of Coronene

Journal

ORGANIC LETTERS
Volume 24, Issue 4, Pages 1017-1021

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c04161

Keywords

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Funding

  1. Shenzhen Science and Technology Research and Development Funds [JCYJ20190806155409104]
  2. National Natural Science Foundation of China [21672130, 51773111, 52073163]
  3. State Key Laboratory of Crystal Materials

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Two BN-embedded benzo[ghi]perylene and coronene derivatives have been synthesized and their properties show significantly enhanced absorption and emission compared to their all carbon analogues. BN-Cor has a fluorescence quantum yield nearly 20 times higher than ordinary coronene.
Two BN-embedded benzo[ghi]perylene (Bzp) and coronene derivatives (BN-Bzp and BN-Cor) have been successfully synthesized from binaphthyl precursors by new efficient one-pot-multibond routes, and their single crystal structures were analyzed. Both experimental spectra and DFT theoretical calculations indicated that the absorption and emission of these BN-embedded polycyclic aromatic hydrocarbons are significantly enhanced comparing with those of their all carbon analogues. Especially, the fluorescence quantum yield of BN-Cor is nearly 20 times higher than that of ordinary coronene.

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