Dearomatization of C6 Aromatic Hydrocarbons by Main Group Complexes

Huaiyuan Zhu, Shiori Fujimori, Arseni Kostenko, Shigeyoshi Inoue

Research output: Contribution to journalReview articlepeer-review

9 Scopus citations

Abstract

The dearomatization reaction is a powerful method for transformation of simple aromatic compounds to unique chemical architectures rapidly in synthetic chemistry. Over the past decades, the chemistry in this field has evolved significantly and various important organic compounds such as crucial bioactive molecules have been synthesized through dearomatization. In general, photochemical conditions or assistance by transition metals are required for dearomatization of rigid arenes. Recently, main-group elements, especially naturally abundant elements in the Earth's crust, have attracted attention as they have low toxicity and are cost-effective compared to the late transition metals. In recent decades, a variety of low-valent main-group molecules, which enable the activation of stable aromatic compounds under mild conditions, have been developed. This minireview highlights the developments in the chemistry of dearomatization of C6 aromatic hydrocarbons by main-group compounds leading to the formation of seven-membered EC6 (E=main-group elements) ring or cycloaddition products.

Original languageEnglish
Article numbere202301973
JournalChemistry - A European Journal
Volume29
Issue number59
DOIs
StatePublished - 23 Oct 2023

Keywords

  • Büchner ring expansion reaction
  • aromatic C hydrocarbon
  • cycloaddition
  • dearomatization
  • low-valent main-group elements

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