Stereodivergent-at-Metal Synthesis of [60]Fullerene Hybrids

Abstract

Chiral fullerene-metal hybrids with complete control over the four stereogenic centers, including the absolute configuration of the metal atom, have been synthesized for the first time. The stereochemistry of the four chiral centers formed during [60]fullerene functionalization is the result of both the chiral catalysts employed and the diastereoselective addition of the metal complexes used (iridium, rhodium, or ruthenium). DFT calculations underpin the observed configurational stability at the metal center, which does not undergo an epimerization process.

Keywords: chiral metallofullerenes; chiral-at-metal complexes; enantioselective synthesis; fullerene chemistry.