G. G. Yusupova

Synthesis of a single isomer of the bis-adduct of isocyanurato-substituted azide with [60]fullerene

A single di(azahomo)[60]fullerene isomer was prepared for the first time by the reaction between [60]fullerene and isocyanurato-substituted azide. The structure of the product was established by 1H and 13C NMR, UV, and IR spectroscopy.

The synthesis of N-isocyanurato-substituted aziridino[1,2][60]fullerenes

N-Isocyanurato-substituted aziridino[1,2][60]fullerenes were synthesized for the first time as the main products by the reaction of isocyanurato-substituted azides with C60. The thermal stability and the electrochemical behavior of the compounds synthesized were studied.

Phosphorylated azahomo[60]fullerene: synthesis and electrochemical properties

A reaction of [60]fullerene with O,O-dibutyl azidophosphate affords a first representative of phosphorylated azahomo[60]fullerenes, which is easier to reduce electrochemically than the starting C60.

Reaction of fullerene C60 with 2-azido-4,6-diphenylpyrimidine

The first representative of the pyrimidine-substituted [60]fullereno[1,2-b]aziridines was synthesized by the reaction of fullerene C60 with 2-azido-4,6-diphenylpyrimidine. 2-(Azahomo[60]fullereno)-4,6-diphenylpyrimidine was found to be formed as a by-product. The electrochemical properties of the adducts were studied.

Study of the factors determining the outcome of cycloaddition of isocyanurato-substituted azides to [60]fullerene

The final outcome of cycloaddition of isocyanuratoalkyl azides to C60 depends on the temperature, the thermal stability of azides, the substituents in the isocyanurate ring, and the number of methylene groups in the alkyl radical. The thermal transformations of the monoadducts obtained were studied.

The Formation of Ion-Radical Salts in the Reaction of Fullerene C60 with Phosphorus (III) Amides

It was shown by ESR, 32P NMR and UV spectroscopy that fullerene forms ion-radical salts with hexamethyl- and hexaethyltriaminophosphines.

Synthesis of the individual regioisomer of the bisadduct of fullerene C60 with tert-butyl 11-azido-3,6,9-trioxaundecanoate

At 130 °C the reaction of fullerene C60 with 1-azido-9-tert-butoxycarbonyl-3,6,9-trioxanonane occurs regioselectively affording one regioisomer of the bisadduct.

Synthesis and electrochemical properties of individual isomers of isocyanurate-substituted bis-organodiazadihomofullerenes

The reactions of fullerene C60 with isocyanurate-substituted azides afforded individual regioisomers of bis-adducts. The structures of the regioisomers depend on the structure of the organic fragment in azide and are determined primarily by the bulkiness of this fragment.

Synthesis and electrochemical properties of fullerene-containing C60-acceptor dyads with fluoronitrobenzene and fluoroquinoxaline moieties as substituents

Reactions of fullerene C60 with 4-azido-3-fluoro-1-nitrobenzene and 7-azido-6-fluoroquinoxaline afforded earlier unknown cycloadducts (C60-acceptor dyads), in which the electron affinities of the fullerene spheres are comparable with the affinity of nonmodified C60.

Features of the synthesis of isatins and isoindigo derivatives bearing long-chain haloalkyl substituents

The features of the synthesis of long-chain isatin and isoindigo derivatives were demonstrated by the example of bromododecyl representatives. It was shown that the synthesis of bromododecylisatin was accompanied by the formation of the bis-isatin even at low temperatures. The deoxygenation of 1-(12-bromododecyl)isatin by tris(diethylamino)phosphine led to the formation of novel bis(bromoalkyl)isoindigo which easily reacted with nucleophilic reagents resulting in amino- or chloro-derivatives and phosphonium salts. The reaction of 1,1′-bis(bromododecyl)isoindigo with isatin sodium salt in slightly alkaline medium afforded mainly IZIN-12 and bis(2,3-dioxindolin-1-yl)isoindigo. In addition, several unexpected products were separated from this reaction.Graphical abstract.