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Issue 15, 2017
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The cyclopropanation of [60]fullerobenzofurans via electrosynthesis

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Abstract

The electrochemical cyclopropanation of [60]fullerobenzofurans with diethyl dibromomalonate has been investigated. Controlled by the steric effect, the sterically favored e bisadducts are obtained as the major products along with two trans-3 bisadducts as minor products. The addition sites and patterns of this reaction are very different from those of our previously reported reaction with benzyl bromide, providing insights into the controlling factors for the electrophilic reactions of dianionic fullerene derivatives.

Graphical abstract: The cyclopropanation of [60]fullerobenzofurans via electrosynthesis

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Publication details

The article was received on 24 Feb 2017, accepted on 16 Mar 2017 and first published on 16 Mar 2017


Article type: Paper
DOI: 10.1039/C7OB00463J
Citation: Org. Biomol. Chem., 2017,15, 3248-3254
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    The cyclopropanation of [60]fullerobenzofurans via electrosynthesis

    J. Wang, H. Lin, C. Niu and G. Wang, Org. Biomol. Chem., 2017, 15, 3248
    DOI: 10.1039/C7OB00463J

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