Related Experiment Video
Updated: Aug 25, 2026

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Selective addition to [60]fullerene of two different radicals generated from Mn(III)-based radical reaction
Guan-Wu Wang1, Ting-Hu Zhang, Xin Cheng
1Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China. gwang@ustc.edu.cn
Abstract:
Reaction of [60]fullerene in toluene with diethyl methylmalonate (3a), diethyl ethylmalonate (3b), diethyl bromomalonate (3c), triethyl methanetricarboxylate (3d) and ethyl cyanoacetate (3e) in the presence of manganese(III) acetate dihydrate afforded benzyl-substituted unsymmetrical 1,4-adducts 4a-4e. Dibenzylated 1,4-adduct 5 and methanofullerene 6 were also obtained in the case of 3d and 3e, respectively. A possible reaction mechanism for the formation of the 1,4-adducts 4a-4e is proposed.
More Related Videos
10:10Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes
Published on: July 28, 2018
07:50Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Related Concept Videos
Radical Formation: Addition
Similar to charge conservation in chemical reactions, spin conservation is implicit for radical reactions. Accordingly, the product formed must possess an unpaired...
Radical Anti-Markovnikov Addition to Alkenes: Overview
Radical Reactivity: Concentration Effects
Radical Formation: Overview
Radicals from spin-paired molecules:
Radicals can be obtained from spin-paired molecules either by homolysis or electron transfer. While two radicals are formed in the former, an electron is added in the latter, also known...
Radical Anti-Markovnikov Addition to Alkenes: Mechanism
The mechanism starts with chain initiation, which involves two steps. In the first chain initiation step, a weak peroxide bond is homolytically cleaved upon mild heating to form two alkoxy radicals. In the second initiation step, a hydrogen atom is abstracted by the alkoxy radical...
Radical Reactivity: Intramolecular vs Intermolecular