N-heterocyclic olefins as robust organocatalyst for the chemical conversion of carbon dioxide to value-added chemicals

Vitthal B. Saptal, Bhalchandra M. Bhanage*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

80 Scopus citations

Abstract

In this report, the activity of N-heterocyclic olefins (NHOs) as a newly emerging class of organocatalyst is investigated for the chemical fixation of carbon dioxide through reactions with aziridines to form oxazolidinones and the N-formylation of amines with polymethylhydrosiloxane (PMHS) or 9-borabicy-clo[3.3.1]nonane (9-BBN) as the reducing agent under mild conditions. The exocyclic carbon atoms of NHOs are highly nucleophilic owing to the electron-donating ability of the two nitrogen atoms. This high nucleophilicity of the NHOs activates CO2 molecules to form zwitterionic NHO–carboxylate (NHO– CO2) adducts, which are active in formylation reactions as well as the carboxylation of aziridines to oxazolidinones.

Original languageEnglish
Pages (from-to)1980-1985
Number of pages6
JournalChemSusChem
Volume9
Issue number15
DOIs
StatePublished - 2016
Externally publishedYes

Keywords

  • Carbon dioxide fixation
  • Cycloaddition
  • Nitrogen heterocycles
  • Organocatalysis
  • Zwitterions

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