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One-pot Synthesis of Acetals by Tandem Hydroformylation-acetalization of Olefins Using Heterogeneous Supported Catalysts

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Abstract

A green route for one−pot synthesis of acetals by tandem hydroformylation−acetalization of olefins using supported Rh−based catalysts was developed. Experimental results demonstrated that suitable Rh loading (1 wt%) with appropriate reaction temperature (120 °C) and reaction time (8 h) were favorable for the formation of acetals, and a high acetals selectivity of 94.6% was achieved. More importantly, the selectivity to valuable linear products was enhanced in this tandem catalysis. Based on the catalytic mechanism study, highly dispersed RhOx nanoparticles and abundant acid sites on the supports were responsible for the hydroformylation and acetalization, respectively.

Graphical abstract

One-pot synthesis of acetals directly from olefins with high selectivity was achieved over heterogeneous bifunctional catalysts via tandem hydroformylation-acetalization.

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Acknowledgements

This work was supported by the Ministry of Science and Technology of China (2017YFB0602202), Natural Science Foundation of China (91945301), Key Research Program of Frontier Sciences, CAS (Grant No. QYZDB-SSW-SLH035), and the “Transformational Technologies for Clean Energy and Demonstration”, Strategic Priority Research Program of the Chinese Academy of Sciences (Grant No. XDA21020600) and the Youth Innovation Promotion Association of CAS.

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Authors and Affiliations

  1. CAS Key Laboratory of Low-Carbon Conversion Science and Engineering, Shanghai Advanced Research Institute, Chinese Academy of Sciences, Shanghai, 201203, PR China

    Xiao Li, Tingting Qin, Liusha Li, Bo Wu, Tiejun Lin & Liangshu Zhong

  2. University of the Chinese Academy of Sciences, Beijing, 100049, PR China

    Xiao Li, Tingting Qin, Liusha Li & Bo Wu

  3. School of Physical Science and Technology, ShanghaiTech University, Shanghai, 201203, PR China

    Liangshu Zhong

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  1. Xiao Li
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  2. Tingting Qin
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  3. Liusha Li
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  4. Bo Wu
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  6. Liangshu Zhong
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Correspondence to Liangshu Zhong.

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Li, X., Qin, T., Li, L. et al. One-pot Synthesis of Acetals by Tandem Hydroformylation-acetalization of Olefins Using Heterogeneous Supported Catalysts. Catal Lett 151, 2638–2646 (2021). https://doi.org/10.1007/s10562-020-03504-5

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