An Anomalous Antiaromaticity That Arises from the Cycloheptatrienyl Anion Equivalent

Keiji Uehara, Peifeng Mei, Tomohisa Murayama, Fumito Tani, Hironobu Hayashi, Mitsuharu Suzuki, Naoki Aratani, Hiroko Yamada

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)

Abstract

A fused azulene dimer with helicene-like structure prepared by simple Suzuki–Miyaura coupling between naphthalene and azulene derivatives shows absorption in the near-IR region up to 900 nm owing to the effective π-expansion. The newly formed seven-membered ring exhibits a positive NICS(1) value that arises from the antiaromatic cycloheptatrienyl anionic structure.

Original languageEnglish
Pages (from-to)4508-4511
Number of pages4
JournalEuropean Journal of Organic Chemistry
Volume2018
Issue number33
DOIs
Publication statusPublished - Sep 9 2018

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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