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Keywords = hexapyrrolohexaazacoronene

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9 pages, 1765 KiB  
Communication
Synthesis and Properties of NitroHPHAC: The First Example of Substitution Reaction on HPHAC
by Yoshiki Sasaki, Masayoshi Takase, Shigeki Mori and Hidemitsu Uno
Molecules 2020, 25(11), 2486; https://doi.org/10.3390/molecules25112486 - 27 May 2020
Cited by 9 | Viewed by 3576
Abstract
Hexapyrrolohexaazacoronene (HPHAC) is one of the N-containing polycyclic aromatic hydrocarbons in which six pyrroles are fused circularly around a benzene. Despite the recent development of HPHAC analogues, there is no report on direct introduction of functional groups into the HPHAC skeleton. This work [...] Read more.
Hexapyrrolohexaazacoronene (HPHAC) is one of the N-containing polycyclic aromatic hydrocarbons in which six pyrroles are fused circularly around a benzene. Despite the recent development of HPHAC analogues, there is no report on direct introduction of functional groups into the HPHAC skeleton. This work reports the first example of nitration reaction of decaethylHPHAC. The structures of nitrodecaethylHPHAC including neutral and two oxidized species (radical cation and dication), intramolecular charge transfer (ICT) character, and global aromaticity of the dication are discussed. Full article
(This article belongs to the Special Issue Nitro Compounds and Their Derivatives in Organic Synthesis)
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