Six-fold C–H borylation of hexa-<i>peri</i>-hexabenzocoronene

DOI PDF Web Site 研究データあり 被引用文献4件 参考文献26件 オープンアクセス

書誌事項

公開日
2020-03-13
資源種別
journal article
権利情報
  • https://creativecommons.org/licenses/by/4.0
  • https://creativecommons.org/licenses/by/4.0
  • https://creativecommons.org/licenses/by/4.0
DOI
  • 10.3762/bjoc.16.37
公開者
Beilstein Institut

説明

<jats:p>Hexa-<jats:italic>peri</jats:italic>-hexabenzocoronene (HBC) is known to be a poorly soluble polycyclic aromatic hydrocarbon for which direct functionalization methods have been very limited. Herein, the synthesis of hexaborylated HBC from unsubstituted HBC is described. Iridium-catalyzed six-fold C–H borylation of HBC was successfully achieved by screening solvents. The crystal structure of hexaborylated HBC was confirmed via X-ray crystallography. Optoelectronic properties of the thus-obtained hexaborylated HBC were analyzed with the support of density functional theory calculations. The spectra revealed a bathochromic shift of absorption bands compared with unsubstituted HBC under the effect of the σ-donation of boryl groups.</jats:p>

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