Chiral Open-[60]Fullerene Ligands with Giant Dissymmetry Factors

The optical resolution of open-[60]­fullerenes has been limited to only one example since 1998, while the recent advances revealed the excellence of fullerenes as revisited chiral functional materials. Different from conventional chiral induction on [60]­fullerene by a multiple-functionalization, a...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2022-10, Vol.144 (41), p.18829-18833
Main Authors: Hashikawa, Yoshifumi, Okamoto, Shu, Sadai, Shumpei, Murata, Yasujiro
Format: Article
Language:English
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Summary:The optical resolution of open-[60]­fullerenes has been limited to only one example since 1998, while the recent advances revealed the excellence of fullerenes as revisited chiral functional materials. Different from conventional chiral induction on [60]­fullerene by a multiple-functionalization, a random disruption of the spherical π-conjugation is avoidable for open-[60]­fullerenes. Moreover, the macrocyclic orifices enable a metal coordination which endows modulated electronic structures on chiral chromophores. Herein, we showcase Li+-coordination behavior and optical resolution of three chiral open-[60]­fullerene ligands, showing a giant dissymmetry factor up to 0.20 owing to a congenital topology of the spherical π-conjugation.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.2c09556