A Rh-catalyzed isomerization of 1-alkenes to (E)-2-alkenes: from a homogeneous Rh/PPh3 catalyst to a heterogeneous Rh/POP-PPh3-SO3Na catalyst

Ziqi Liu; Jiaxin Song; Yushuang Zhang; Shuhui Sun; Zhe Kun; Jianbin Chen; Congxia Xie; Xiaofei Jia

doi:10.1039/D2CY02016E

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A Rh-catalyzed isomerization of 1-alkenes to (E)-2-alkenes: from a homogeneous Rh/PPh₃ catalyst to a heterogeneous Rh/POP-PPh₃-SO₃Na catalyst†

Ziqi Liu,‡^a Jiaxin Song,‡^a Yushuang Zhang,^a Shuhui Sun,^a Zhe Kun,^a Jianbin Chen,

^b Congxia Xie

^a and Xiaofei Jia

*^a

Author affiliations

* Corresponding authors

^a Key Laboratory of Optic-Electric Sensing and Analytical Chemistry for Life Science, MOE, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, P. R. China
E-mail: jiaxiaofei139@163.com

^b Shandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, P. R. China

Abstract

An efficient Rh/PPh₃ catalyst has been developed for the homogeneous isomerization of 1-alkenes to (E)-2-alkenes. Various alkenes are amenable to the protocol to afford the corresponding (E)-2-alkenes with high yields and good stereoselectivities. In order to address the problem of catalyst separation and recycling, a porous organic polymer supported rhodium catalyst (Rh/POP-PPh₃-SO₃Na) was synthesized for the heterogeneous isomerization of 1-alkenes. The heterogeneous catalyst showed a high activity, stereoselectivity and recyclability. Two possible mechanisms, namely, alkyl and allyl mechanisms, were involved in the olefin isomerization process.

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Article information

DOI: https://doi.org/10.1039/D2CY02016E
Article type: Communication
Submitted: 25 Nov 2022
Accepted: 18 Jan 2023
First published: 20 Jan 2023

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Catal. Sci. Technol., 2023,13, 963-967

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A Rh-catalyzed isomerization of 1-alkenes to (E)-2-alkenes: from a homogeneous Rh/PPh₃ catalyst to a heterogeneous Rh/POP-PPh₃-SO₃Na catalyst

Z. Liu, J. Song, Y. Zhang, S. Sun, Z. Kun, J. Chen, C. Xie and X. Jia, Catal. Sci. Technol., 2023, 13, 963 DOI: 10.1039/D2CY02016E

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