@article{0276e36daf56418693f332a2c6f9ceb5,
title = "Six-fold C-H borylation of hexa-peri-hexabenzocoronene",
abstract = "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 {\'o}-donation of boryl groups.",
keywords = "C-H borylation, Hexa-peri-hexabenzocoronene, Iridium catalyst, X-ray crystallography",
author = "Mai Nagase and Kenta Kato and Akiko Yagi and Yasutomo Segawa and Kenichiro Itami",
note = "Funding Information: This work was supported by the ERATO program from JST (JPMJER1302 to K.I.), the Funding Program for KAKENHI from MEXT (JP1905463 to K.I., JP16K05771, JP19H02701, JP19K22183 to Y.S., JP19K15537 to A.Y.), the Grant-in-aid for Scientific Research on Innovative Areas {"}π-Figuration{"} (JP17H05149 to Y.S.) and CREST program from JST (JPMJCR19R1 to A.Y.). M.N. acknowledges “Graduate Program of Transformative Chem-Bio Research” in Nagoya University supported by MEXT (WISE Program). K.K. acknowledges the JSPS fellowship for young scientists. ITbM is supported by the World Premier International Research Center Initiative (WPI), Japan. Publisher Copyright: {\textcopyright} 2020 Nagase et al.",
year = "2020",
month = mar,
day = "13",
doi = "10.3762/bjoc.16.37",
language = "English",
volume = "16",
pages = "391--397",
journal = "Beilstein Journal of Organic Chemistry",
issn = "1860-5397",
publisher = "Beilstein-Institut Zur Forderung der Chemischen Wissenschaften",
}