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Green and efficient cycloaddition of CO2 toward epoxides over thiamine derivatives/GO aerogels under mild and solvent-free conditions

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Abstract

Thiamine derivatives that are cheap, readily available, non-toxic and green are used as heterogeneous catalyst for the generation of cyclic carbonates through cycloaddition of CO2 to epoxides without the need of co-catalyst and solvent. The interaction between thiamine hydrochloride (VB1-Cl) and substrates (CO2 and propylene oxide) was proven by ultraviolet-visible spectroscopy and 1H nuclear magnetic resonance analysis, and it is deduced that the synergistic action among multi-functional groups (hydroxyl, halide anion and amine) is a favorable factor for cycloaddition reaction. A series of VB1/GO aerogels were facilely prepared through the addition of aqueous VB1 derivatives to a suspension of GO in ethanol at room temperature. It was found that the aerogel generated through the interaction of VB1-Cl with GO shows catalytic activity and stability higher than those of VB1-Cl. It is because the electrostatic interaction between GO and VB1-Cl enhances the nucleophilicity and leaving ability of anion. The effects of reaction temperature, catalyst loading, CO2 pressure and reaction time on CO2 cycloaddition to propylene oxide were thoroughly studied.

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Author notes

  1. These authors contributed equally to this work.

Authors and Affiliations

  1. State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, China

    Ziqi Yi, Donghui Lan, Ying Wang, Lang Chen, Chaktong Au & Shuangfeng Yin

  2. Department of Chemistry, College of Chemistry and Chemical Engineering, Hunan Institute of Engineering, Xiangtan, 411104, China

    Donghui Lan & Chaktong Au

Authors
  1. Ziqi Yi
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  2. Donghui Lan
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  3. Ying Wang
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  4. Lang Chen
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  5. Chaktong Au
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  6. Shuangfeng Yin
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Corresponding author

Correspondence to Shuangfeng Yin.

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11426_2016_376_MOESM1_ESM.doc

Green and efficient cycloaddition of CO2 toward epoxides over thiamine derivatives/GO aerogels under mild solvent-free conditions

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Yi, Z., Lan, D., Wang, Y. et al. Green and efficient cycloaddition of CO2 toward epoxides over thiamine derivatives/GO aerogels under mild and solvent-free conditions. Sci. China Chem. 60, 990–996 (2017). https://doi.org/10.1007/s11426-016-0376-3

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  • DOI: https://doi.org/10.1007/s11426-016-0376-3

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