Chiral Bisazafulleroids

Abstract

The reactions of C60 with C 2 chiral 1,4-tert-alkoxy-2,3-bisazidobutanes give the corresponding chiral bisazafulleroids 2. The enantiomeric pairs of chiral bisazafulleroids 2 exhibit mirror image CD curves.

Rigid Tether Directed Regioselective Synthesis and Crystallographic Characterization of Labile 1,2,3,4‐Bis(triazolino)[60]fullerene and Its Thermolized Derivatives

“…As a result, the tether‐directed strategy was also adopted for the regioselective synthesis of bis‐adducts of C 60 following the azide addition . Considering the fact that no X‐ray result of either the bis‐triazoline adducts of fullerenes or the bis‐azafulleroids have been reported so far, we speculate that the use of soft tethers in the previous studies may have hindered the successful growth of single crystals of these compounds.…”

Fullerenes: functionalisation and prospects for the use of derivatives

“…Shen et al 105 were the first to demonstrate that the reaction of C 60 fullerene with chiral 1,4-di-tert-alkoxy-2,3-bisazidobutanes gives rise to chiral bisazafulleroids. Enantiomeric pairs with the Apparently, removal of the tert-alkyl groups from compounds 71 would provide a route to water-soluble chiral fullerene derivatives, which is important for the investigation of their biological activities.…”

Rigid Tether Directed Regioselective Synthesis and Crystallographic Characterization of Labile 1,2,3,4‐Bis(triazolino)[60]fullerene and Its Thermolized Derivatives

“…[16][17][18][19][20] The bis-addition reactions of azides with C 60 are more complicated because of the large number of isomers that may form in the mixture and the difficulties lying in the complete isolation and concrete structural characterization of the bis-adducts, leaving a long confusion about the thermolysis mechanism of bis-triazoline derivatives of fullerenes. [22][23][24] Considering the fact that no X-ray result of either the bis-triazoline adducts of fullerenes or the bis-azafulleroids have been reported so far, [22,23,25,26] we speculate that the use of soft tethers in the previous studies may have hindered the successful growth of single crystals of these compounds. [22][23][24] Considering the fact that no X-ray result of either the bis-triazoline adducts of fullerenes or the bis-azafulleroids have been reported so far, [22,23,25,26] we speculate that the use of soft tethers in the previous studies may have hindered the successful growth of single crystals of these compounds.…”