Electrode material promoted dehydrogenative homo-/cross-coupling of weakly activated naphthalenes

Herein, we reported an electrochemical dehydrogenative homo-/cross-coupling of weakly activated naphthalene in the exogenous transition metal- and oxidants-free manner. Benefiting from the microscopic interaction between the reactants and the carbon plate anode, the electropolymerization of aromatic...

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Main Authors: Siyuan Liu, Yi Lu, Siying Sun, Hong Wang, Wei Gao, Yuying Wang, Xiaofei Jia, Jianbin Chen
Format: Article
Language:English
Published: KeAi Communications Co. Ltd. 2023-02-01
Series:Green Synthesis and Catalysis
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666554922000448
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author Siyuan Liu
Yi Lu
Siying Sun
Hong Wang
Wei Gao
Yuying Wang
Xiaofei Jia
Jianbin Chen
author_facet Siyuan Liu
Yi Lu
Siying Sun
Hong Wang
Wei Gao
Yuying Wang
Xiaofei Jia
Jianbin Chen
author_sort Siyuan Liu
collection DOAJ
description Herein, we reported an electrochemical dehydrogenative homo-/cross-coupling of weakly activated naphthalene in the exogenous transition metal- and oxidants-free manner. Benefiting from the microscopic interaction between the reactants and the carbon plate anode, the electropolymerization of aromatic rings was suppressed. And a series of binaphthyl and naphthalene-aryl privileged scaffolds were obtained in 28%–90% yields by homo- or cross-coupling. This C(sp2)-H activation strategy featured atom and step economy as well as the ready scalability.
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spelling doaj.art-4be2e592e34e44e1acb29de1f2bdd8722023-03-17T04:34:43ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492023-02-01417175Electrode material promoted dehydrogenative homo-/cross-coupling of weakly activated naphthalenesSiyuan Liu0Yi Lu1Siying Sun2Hong Wang3Wei Gao4Yuying Wang5Xiaofei Jia6Jianbin Chen7Shandong Provincial Key Laboratory of Molecular Engineering, State Key Laboratory of Biobased Material and Green Papermaking, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China; Corresponding authors.Shandong Provincial Key Laboratory of Molecular Engineering, State Key Laboratory of Biobased Material and Green Papermaking, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, ChinaShandong Provincial Key Laboratory of Molecular Engineering, State Key Laboratory of Biobased Material and Green Papermaking, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, ChinaShandong Provincial Key Laboratory of Molecular Engineering, State Key Laboratory of Biobased Material and Green Papermaking, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, ChinaShandong Provincial Key Laboratory of Molecular Engineering, State Key Laboratory of Biobased Material and Green Papermaking, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, ChinaShandong Provincial Key Laboratory of Molecular Engineering, State Key Laboratory of Biobased Material and Green Papermaking, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, ChinaKey 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, ChinaShandong Provincial Key Laboratory of Molecular Engineering, State Key Laboratory of Biobased Material and Green Papermaking, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China; Corresponding authors.Herein, we reported an electrochemical dehydrogenative homo-/cross-coupling of weakly activated naphthalene in the exogenous transition metal- and oxidants-free manner. Benefiting from the microscopic interaction between the reactants and the carbon plate anode, the electropolymerization of aromatic rings was suppressed. And a series of binaphthyl and naphthalene-aryl privileged scaffolds were obtained in 28%–90% yields by homo- or cross-coupling. This C(sp2)-H activation strategy featured atom and step economy as well as the ready scalability.http://www.sciencedirect.com/science/article/pii/S2666554922000448ElectrosynthesisDehydrogenative couplingWeakly activated naphthaleneAnode material tuningHigh efficiency
spellingShingle Siyuan Liu
Yi Lu
Siying Sun
Hong Wang
Wei Gao
Yuying Wang
Xiaofei Jia
Jianbin Chen
Electrode material promoted dehydrogenative homo-/cross-coupling of weakly activated naphthalenes
Green Synthesis and Catalysis
Electrosynthesis
Dehydrogenative coupling
Weakly activated naphthalene
Anode material tuning
High efficiency
title Electrode material promoted dehydrogenative homo-/cross-coupling of weakly activated naphthalenes
title_full Electrode material promoted dehydrogenative homo-/cross-coupling of weakly activated naphthalenes
title_fullStr Electrode material promoted dehydrogenative homo-/cross-coupling of weakly activated naphthalenes
title_full_unstemmed Electrode material promoted dehydrogenative homo-/cross-coupling of weakly activated naphthalenes
title_short Electrode material promoted dehydrogenative homo-/cross-coupling of weakly activated naphthalenes
title_sort electrode material promoted dehydrogenative homo cross coupling of weakly activated naphthalenes
topic Electrosynthesis
Dehydrogenative coupling
Weakly activated naphthalene
Anode material tuning
High efficiency
url http://www.sciencedirect.com/science/article/pii/S2666554922000448
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