Synthesis and Properties of the Doubly Oxonium-Embedded Picenes as Electron-Deficient Polycyclic Aromatic Hydrocarbons | Zendy

Kyohei Matsuo | Zendy; Natsuki Toda | Zendy; Naoki Aratani | Zendy; Hiroko Yamada | Zendy

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Synthesis and Properties of the Doubly Oxonium-Embedded Picenes as Electron-Deficient Polycyclic Aromatic Hydrocarbons

Author(s) -

Kyohei Matsuo,

Natsuki Toda,

Naoki Aratani,

Hiroko Yamada

Publication year - 2021

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.1c01188

Subject(s) - oxonium ion , triphenylamine , chemistry , intramolecular force , electron acceptor , molecule , photochemistry , aromaticity , electron donor , acceptor , electrochemistry , electron , stereochemistry , ion , organic chemistry , physics , electrode , quantum mechanics , condensed matter physics , catalysis

The doubly oxonium-embedded picenes have been synthesized for the first time. They have a rigid planar electron-deficient core and are stabilized by the pyrylium aromaticity. The doping positions of oxygen atoms influenced their electrochemical and optoelectronic properties because of the different charge distributions in the skeletons. The donor-acceptor-donor-type molecules baring electron-donating triphenylamine moieties exhibited intramolecular charge-transfer absorption at the visible regions, indicating the large impact of the substituents on their electronic properties.

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