Unusual C-2h-Symmetric trans-1-(Bis-pyrrolidine)-tetra-malonate Hexa-Adducts of C-60: The Unexpected Regio- and Stereocontrol Mediated by Malonate-Pyrrolidine Interaction

Identificador:  PC:3131

Handle: https://hdl.handle.net/20.500.11797/PC3131

Autors:  Rodríguez, A.; Castro, E.; Azmani, K.; Hernandez, A.; Aghabali, A.; Liu, S.; Metta-Magana, A.; Olmstead, M.; Poblet, J. M.; Echegoyen, L.

Resum:
A totally unanticipated regio- and stereo-isomerically pure C2h-symmetric trans-1-(bis-pyrrolidine)-tetra-malonate hexa-adduct of C60 was obtained via a topologically controlled method, followed by a 1,3-dipolar cycloaddition reaction. The structures of the products were elucidated by 1H- and 13C-NMR and by X-ray crystallography. The unexpected regio- and stereo-selectivity supported by theoretical calculations, was found to be mediated by the malonate-pyrrolidine interaction.