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Cellulosic CuI Nanoparticles as a Heterogeneous, Recyclable Catalyst for the Borylation of α,β-Unsaturated Acceptors in Aqueous Media

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Abstract

We have demonstrated that cellulosic CuI nanoparticles could perform as an efficient heterogeneous catalyst for the synthesis of useful organoboron compounds. Desired β-borylation products were all obtained in good to excellent yields under mild conditions. This catalyst could be recovered easily and still work effectively in six runs. Notably, asymmetric synthesis of organoboron compounds was accomplished by applying a chiral phosphine ligand. This newly developed protocol provides an efficient and sustainable pathway for the formation of C-B bonds and largely extends the applied range of cellulose.

Graphical Abstract

Asymmetric and efficient synthesis of organoboron compounds was accomplished by cellulosic CuI nanoparticles combining with a chiral phosphine ligand. This newly reported strategy provides a green and sustainable method for the construction of C–B bonds and largely extends the applied range of cellulose.

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Acknowledgements

The authors acknowledge the financial support from the National Natural Science Foundation of China (No. 21774029), the Natural Science Foundation of Hubei Province of China (Nos. 2019CFB237, 2019CFB354), Hubei University Excellent Young and Middle-aged Science and Technology Innovation Team Project (No.T201816), the Natural Science Foundation of Xiaogan City (Nos. XGKJ201910047, XGKJ2020010053). Lei Zhu thanks the “Chutian Scholar” Program of Hubei Province. Lijie Zhou and Biao Han thanks the High Level Master Degree Thesis Cultivation Project of Hubei Engineering University.

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Authors and Affiliations

  1. School of Chemistry and Materials Science, Hubei Engineering University, Xiaogan, 432000, China

    Lijie Zhou, Biao Han, Yaoyao Zhang, Bojie Li, Liansheng Wang & Lei Zhu

  2. School of Materials Science and Engineering, Hubei University, Wuhan, 430062, China

    Lijie Zhou, Biao Han, Jianying Wang, Xianbao Wang & Lei Zhu

  3. Hubei Key Laboratory of Bioinorganic Chemistry & Materia Medica, Huazhong University of Science and Technology, Wuhan, 430074, China

    Lei Zhu

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  1. Lijie Zhou
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  2. Biao Han
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  3. Yaoyao Zhang
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Zhou, L., Han, B., Zhang, Y. et al. Cellulosic CuI Nanoparticles as a Heterogeneous, Recyclable Catalyst for the Borylation of α,β-Unsaturated Acceptors in Aqueous Media. Catal Lett 151, 3220–3229 (2021). https://doi.org/10.1007/s10562-021-03571-2

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