Six-fold C-H borylation of hexa-peri-hexabenzocoronene

Mai Nagase, Kenta Kato, Akiko Yagi, Yasutomo Segawa*, Kenichiro Itami

*この研究の対応する著者

研究成果: Article査読

8 被引用数 (Scopus)

抄録

Hexa-peri-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. Iridiumcatalyzed 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 ó-donation of boryl groups.

本文言語English
ページ(範囲)391-397
ページ数7
ジャーナルBeilstein Journal of Organic Chemistry
16
DOI
出版ステータスPublished - 2020 3月 13
外部発表はい

ASJC Scopus subject areas

  • 有機化学

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