The reaction of CF 3 -propargyl alcohols [ArCCCH(OH)CF 3 ] with arenes under the action of acidic HUSY zeolite CBV-720 was investigated. It was found that the reaction at 100 °C for 1 h gave rise to 3-aryl-1-CF 3 -indenes in up to 83% yield. Electronic characteristics of the reaction key intermediates, mesomeric CF 3 -propargyl-allenyl cations [ArCC-HC + (CF 3 ) ↔ ArC + CCH(CF 3 )], were studied by DFT calculations. A plausible cationic reaction mechanism is discussed.

Original languageEnglish
Pages (from-to)1215-1224
Number of pages10
JournalOrganic and Biomolecular Chemistry
Volume17
Issue number5
DOIs
StatePublished - 7 Feb 2019

    Research areas

  • NUCLEOPHILIC-SUBSTITUTION, AROMATIC-COMPOUNDS, ACETYLENE, EFFICIENT, ACID, ALKYLATION, CHEMISTRY, CATALYST, TFOH

    Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

ID: 44001636