Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 8, Pages 2136-2139Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201611475
Keywords
chiral metallofullerenes; chiral-at-metal complexes; enantioselective synthesis; fullerene chemistry
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Funding
- European Research Council [ERC-320441-Chirallcarbon]
- Ministerio de Economia y Competitividad (MINECO) of Spain [CTQ2014-52045-R]
- Comunidad Autonoma de Madrid (PHOTOCAR-BON project) [S2013/MIT-2841]
- Spanish MINECO-FEDER [CTQ2013-44303-P, CTQ2014-51912-REDC]
- Fundacion BBVA (Convocatoria de Ayudas Fundacion BBVA a Investigadores y Creadores Culturales)
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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.
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