High-pressure Diels-Alder reaction: Preparation of [2.2]paracyclophane derivatives

Lucio Minuti, Aldo Taticchi, Assunta Marrocchi, Alessandra Broggi, Eszter Gacs-Baitz

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

High-pressure Diels-Alder cycloaddition reactions of 5-ethenyl[2.2]indeno- paracyclophane (1) with 1,4-benzoquinone (2), N-phenylmaleimide (3), and 2-inden-1-one (4) have been studied. Attempts to convert the cycloadducts into the corresponding aromatic helicenophanes failed. All new compounds were characterized by extensive nuclear magnetic resonance (NMR) investigations.

Original languageEnglish
Pages (from-to)483-493
Number of pages11
JournalPolycyclic Aromatic Compounds
Volume23
Issue number5
DOIs
Publication statusPublished - Dec 1 2003

Keywords

  • Diels-Alder reaction
  • High pressure
  • Nuclear magnetic resonance (NMR) spectroscopy
  • Synthesis
  • [2.2]paracyclophanes

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

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