Bingel reaction

The Bingel reaction in fullerene chemistry is a fullerene cyclopropanation reaction to a methanofullerene first discovered by C. Bingel in 1993 with the bromo derivative of diethyl malonate in the presence of a base such as sodium hydride or DBU.

These extensions alter their properties, for instance solubility and electrochemical behavior, and therefore widen the range of potential technical applications.

The malonate (functionalized with the halide atom) is often obtained in situ in a mixture of base and tetrabromomethane or iodine.

N-(Diphenylmethylene)glycinate Esters [3] in a Bingel reaction take a different conjugate course and react to a fullerene dihydropyrrole.

Protocols exist for the removal of the methano group based on electrolytic reduction[4][5] or amalgamated magnesium.