Synthesis of helicenophanes containing two carbocyclic five-membered rings

Lucio Minuti, Aldo Taticchi, Assunta Marrocchi, E. Gács-Baitz

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The report describes the preparation and characterization of the fully aromatised helicenophane 8 and an improved high yield Diels-Alder reaction between diene 3 and ketone 4 carried out under high pressure. The new bromocycloadduct 5 is described. Conversion of cycloadduct 1 into the dihydrohelicenophanes 6 and 7 and attempts to aromatize them is discussed. All new compounds were characterized by their spectroscopic data, in particular by extensive NMR investigations.

Original languageEnglish
Pages (from-to)13-22
Number of pages10
JournalPolycyclic Aromatic Compounds
Volume25
Issue number1
DOIs
Publication statusPublished - Jan 2005

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Ketones
Nuclear magnetic resonance

Keywords

  • Diels-Alder reaction
  • Helicenophanes
  • High pressure
  • NMR spectroscopy

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis of helicenophanes containing two carbocyclic five-membered rings. / Minuti, Lucio; Taticchi, Aldo; Marrocchi, Assunta; Gács-Baitz, E.

In: Polycyclic Aromatic Compounds, Vol. 25, No. 1, 01.2005, p. 13-22.

Research output: Contribution to journalArticle

Minuti, Lucio ; Taticchi, Aldo ; Marrocchi, Assunta ; Gács-Baitz, E. / Synthesis of helicenophanes containing two carbocyclic five-membered rings. In: Polycyclic Aromatic Compounds. 2005 ; Vol. 25, No. 1. pp. 13-22.
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