Synthesis and characterization of water-soluble amino fullerene derivatives

A series of amino-substituted methanofullerene derivatives were prepared by mono, tris-, and hexa Bingel-Hirsch reactions using an N-protected malonate derivative, Upon scission of the protecting groups, the e,e,e-tris- and octahedral T-h hexa-methano amino fullerenes were found to be among the most water-soluble fullerene derivatives yet prepared. He-3 NMR data on corresponding adducts of He-3@C-60 helped verify the assigned structures. UV spectral studies confirmed the influence of aggregation on solubility of these adducts in water.