A theoretical study of the substituent effect on reactions of amines, carbon dioxide and ethylene oxide catalyzed by binary ionic liquids

Minmin Huang, Zhoujie Luo, Tong Zhu, Jian Chen, John Zenghui Zhang, Fei Xia

Research output: Contribution to journalArticlepeer-review

Abstract

The reaction mechanisms of one-pot conversion of carbon dioxide, ethylene oxide and amines to 3-substituted-2-oxazolidinones catalyzed by the binary ionic liquids of BmimBr and BmimOAc were investigated using DFT methods. In this work, we focus on exploring how the different substituents in amines affect the yields of 3-substituted-2-oxazolidinones. The comparison of calculated free energy profiles and pathways reveals that the electronic structures of the substitutional groups in amines have a substantial influence on the nucleophilic properties of nitrogen atoms of key intermediates, which leads to a discrepancy in the activation barriers. The comparison of the calculated activation barriers of key steps and experimental yields indicates that an anticorrelation relationship exists between them. The current theoretical study inspires us to design new substrates for CO2 conversion by modulating the substituents in substrates.

Original languageEnglish (US)
Pages (from-to)51521-51527
Number of pages7
JournalRSC Advances
Volume7
Issue number81
DOIs
StatePublished - 2017

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

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