Electronic Tuning of Zinc Porphyrin Catalysts for the Conversion of Epoxides and Carbon Dioxide into Cyclic Carbonates

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26 Citations (Scopus)

Abstract

Bifunctional ZnII porphyrin catalysts bearing tributylammonium bromide groups at the meta positions of the meso-phenyl groups showed high catalytic activity for the synthesis of cyclic carbonates from epoxides and CO2. Herein, several substituents with different electronic properties were introduced at the para positions. Introduction of electron-donating groups decreased the catalytic activity, whereas the introduction of electron-withdrawing groups increased the activity. The substituents modulated the Lewis acidity of the zinc center, which was confirmed by binding constant experiments. The bifunctional catalyst bearing cyano groups showed the highest catalytic activity with a turnover frequency of up to 42 000 h−1.

Original languageEnglish
Pages (from-to)946-949
Number of pages4
JournalChemCatChem
Volume9
Issue number6
DOIs
Publication statusPublished - Mar 20 2017

Keywords

  • carbon dioxide
  • cyclic carbonates
  • epoxides
  • homogeneous catalysts
  • porphyrinoids

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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