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Tropo(thio)ne-embedded homoHPHACs: does the tropylium cation induce global antiaromaticity in expanded hexapyrrolohexaazacoronene?
Takase, Masayoshi; Ueno, Atsushi; Oki, Kosuke; Matsumoto, Hiroki; Mori, Shigeki; Okujima, Tetsuo; Uno, Hidemitsu.
Affiliation
  • Takase M; Graduate School of Science and Engineering, Ehime University, Matsuyama 790-8577, Japan. takase.masayoshi.ry@ehime-u.ac.jp.
  • Ueno A; Graduate School of Science and Engineering, Ehime University, Matsuyama 790-8577, Japan. takase.masayoshi.ry@ehime-u.ac.jp.
  • Oki K; Graduate School of Science and Engineering, Ehime University, Matsuyama 790-8577, Japan. takase.masayoshi.ry@ehime-u.ac.jp.
  • Matsumoto H; Graduate School of Science and Engineering, Ehime University, Matsuyama 790-8577, Japan. takase.masayoshi.ry@ehime-u.ac.jp.
  • Mori S; Advanced Research Support Center, Ehime University, Matsuyama 790-8577, Japan.
  • Okujima T; Graduate School of Science and Engineering, Ehime University, Matsuyama 790-8577, Japan. takase.masayoshi.ry@ehime-u.ac.jp.
  • Uno H; Graduate School of Science and Engineering, Ehime University, Matsuyama 790-8577, Japan. takase.masayoshi.ry@ehime-u.ac.jp.
Chem Commun (Camb) ; 58(20): 3366-3369, 2022 Mar 08.
Article in En | MEDLINE | ID: mdl-35188504
ABSTRACT
Tropo(thio)ne-embedded homoHPHACs and their dications were synthesised by an electrophilic annulation of secoHPHAC and successive oxidation. 13C NMR spectra of the dications represented global 22π homoaromaticity via homoconjugation, while alkylation of a thiocarbonyl-bridged homoHPHAC produced a 24π antiaromatic monocation.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Chem Commun (Camb) Year: 2022 Document type: Article
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PubMed Links
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Chem Commun (Camb) Year: 2022 Document type: Article