The cyclopropanation of [60] fullerobenzofurans via electrosynthesis

JJ Wang, HS Lin, C Niu, GW Wang - Organic & Biomolecular …, 2017 - pubs.rsc.org
JJ Wang, HS Lin, C Niu, GW Wang
Organic & Biomolecular Chemistry, 2017pubs.rsc.org
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.
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.
The Royal Society of Chemistry
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