Carboxylation of Terminal Alkynes with Carbon Dioxide Catalyzed by an In Situ Ag2O/N-Heterocyclic Carbene Precursor System

Ye Yuan, Cheng Chen, Cheng Zeng, Bibimaryam Mousavi, Somboon Chaemchuen, Francis Verpoort

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20 Citations (Scopus)

Abstract

A carboxylation of terminal alkynes with carbon dioxide (CO2) at ambient conditions was developed in situ using a series of N-heterocyclic carbene (NHC) precursors and Ag2O. The unique structure of NHCs largely increases the solubility of active Ag species and meanwhile activates CO2 by forming the NHC–CO2 adduct. This novel catalytic system demonstrated quite low Ag loading, very high activities, wide substrate generality and excellent tolerance for a variety of functionalities. In addition, avoiding cumbersome synthesis procedures, processing, and reserving of the photosensitive Ag complex, this system could be stored and operated as straightforward as the inorganic Ag salt catalysts.

Original languageEnglish
Pages (from-to)882-887
Number of pages6
JournalChemCatChem
Volume9
Issue number5
DOIs
Publication statusPublished - 8 Mar 2017

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Keywords

  • alkynes
  • carbenes
  • carboxylation
  • reaction mechanisms
  • silver

ASJC Scopus subject areas

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

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