Synthesis and Isolation of Antiaromatic Expanded Azacoronene via Intramolecular Vilsmeier-Type Reaction
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https://figshare.com/articles/dataset/Synthesis_and_Isolation_of_Antiaromatic_Expanded_Azacoronene_via_Intramolecular_Vilsmeier-Type_Reaction/9934256
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资源简介：
An
antiaromatic cation of the expanded hexapyrrolohexaazacoronene
(HPHAC) 1+ was synthesized by
a Vilsmeier-type reaction of the partially unfused HPHAC 2. X-ray diffraction analysis revealed the formation of a seven-membered
ring with a methyne linkage between the pyrrole moieties. Although 1+ is a monocation, upfield shifts
of the peripheral ethyl protons were clearly observed in the 1H NMR spectra, indicating 24π antiaromaticity. Global
antiaromaticity was also supported by nucleus-independent chemical
shift and anisotropy of the induced current density calculations.
Cation 1+ displayed two reversible
oxidations and one irreversible reduction in the cyclic voltammetry
measurements. Treatment of 1+ with NOSbF6 gave aromatic trication 13+ with 22π-electron conjugation.
创建时间：
2019-10-02
