Monday, 29 May 2017: 08:40
Churchill A1 (Hilton New Orleans Riverside)
The unique chemical and physical properties of fullerenes and their derivatives is mainly the result of their unique electron accepting abilities and their high charge transport capabilities in three dimensions. The octahedral arrangement of the addends in hexaadducts of C60 is unique in organic chemistry. However, stereo-chemically controlled functionalization of fullerenes has been scarcely addressed so far. Here we report the synthesis and characterization of unprecedented D2h-symmetrical trans-1-(S,R,R,S-bis-pyrrolidine)-tetra-malonate hexakis adducts of C60, employing the topologically controlled method introduced by Krӓutler et al., followed by a 1,3-dipolar cycloaddition reaction.