The Bingel reaction is a popular method in fullerene chemistry. The malonate (functionalized with the halide atom) is often obtained in situ in a mixture of base and tetrabromomethane or iodine. The reaction is also known to take place with the ester groups replaced by alkyne groups in dialkynylmethanofullerenes. … See more 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 See more The reaction mechanism for this reaction is as follows: a base abstracts the acidic malonate proton generating a carbanion or enolate which reacts with the electron deficient fullerene double bond in a nucleophilic addition. This in turn generates a … See more Protocols exist for the removal of the methano group based on electrolytic reduction or amalgamated magnesium. See more WebThe Bingel−Hirsch reactions on non-isolated pentagon rule (non-IPR) Gd3N@C2n (2n = 82, 84) are studied. Computational results show that the two metallofullerenes display …
Metal-encapsulation induces a highly regioselective Bingel–Hirsch ...
WebNov 4, 2015 · The dispersion-corrected density functional theory (M06-2X) was adopted to investigate the kinetically driven Bingel–Hirsch and thermodynamically controlled Prato reactions on Sc2@C2v(4059)-C66 which possesses the unconventional unsaturated linear triquinanes (ULTs), respectively. The mechanism differences of these two reactions on … WebJul 28, 2024 · Herein, the Bingel–Hirsch (BH) addition of ethyl bromomalonate over a series of ion-encapsulated [email protected]60(M=Ø, Li+, Na+, K+, Mg2+, Ca2+, and Cl−; Ø@C60stands for C60without any endohedral metal) is quantum mechanically explored to analyze the effect of these ions on the BH addition. slow cooker indian butter chicken recipe
Bingel−Hirsch Reactions on Non-IPR Gd3N@C2n (2n = 82 and 84)
WebJan 23, 2014 · The Bingel reaction in fullerene chemistry is a fullerene cyclopropanation reaction to a methanofullerene first discovered by … WebThe Bingel-Hirsch reaction is an important tool in fullerene functionalization. It yields cyclopropanated fullerenes by means of deprotonated bromomalonates. [Pg.122] Figure … WebThe Bingel‐Hirsch reaction of M3N@Ih‐C80 cations occurred via an unusual outer‐sphere single‐electron transfer (SET) process from the diethyl bromomalonate anion to the stable intermediate [M3N@C80(C2H5COO)2CBr]•. Remarkably, the diethyl bromomalonate anion was found to act as both a nucleophile and an electron donor. slow cooker indian chicken