Issue 15, 2017

The cyclopropanation of [60]fullerobenzofurans via electrosynthesis

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

Supplementary files

Article information

Article type
Paper
Submitted
24 Feb 2017
Accepted
16 Mar 2017
First published
16 Mar 2017

Org. Biomol. Chem., 2017,15, 3248-3254

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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