Formation of novel sulfur-containing C60F16 cycloadducts between tetrathiafulvalene and C60F18; A unique six-electron cycloaddition of a fullerene involving F-2 loss
journal contribution
posted on 2023-06-07, 20:04authored byAdam D Darwish, Anthony G Avent, Olga V Boltalina, lya Gol'dt,, Igor Kuvytchko, Tatiana Da Ros, Joan M Street, Roger Taylor
Co-evaporation of solutions of C60F18 and tetrathiafulvalene in toluene produces an unsymmetrical C60F16:tetrathiafulvalene adduct through a unique six-electron cycloaddition involving displacement of two fluorine atoms by a terminal C C double bond of the fulvalene.T he adduct rearranges into two further adducts, one of which is characterised as a new type of fullerene derivative, a thiiranofullerene, formed by elimination of a thioketene moiety from the tetrathiafulvalene adduct. T he initial addition also produces a bisadduct in which the addends comprise one tetrathiafulvalene molecule and one in which carbon disulfide has been eliminated. T he latter adduct involves cycloaddition of an unsaturated aromatic dithiolactone moiety.
Substantial part of the sntheitc work done at Sussex by AD under the direction of RT, co authored the paper, several novel fullerene adducts made and characterised for the first time