Hashikawa Yoshifumi, Okamoto Shu, Sadai Shumpei, Murata Yasujiro
Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan.
J Am Chem Soc. 2022 Oct 19;144(41):18829-18833. doi: 10.1021/jacs.2c09556. Epub 2022 Sep 28.
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.
自1998年以来，开孔-[60]富勒烯的光学拆分仅有一个实例，而最近的进展表明富勒烯作为重新审视的手性功能材料具有卓越性能。与通过多功能化对[60]富勒烯进行传统的手性诱导不同，开孔-[60]富勒烯可避免球形π共轭的随机破坏。此外，大环孔能够实现金属配位，从而赋予手性发色团调制的电子结构。在此，我们展示了三种手性开孔-[60]富勒烯配体的锂配位行为和光学拆分，由于球形π共轭的先天性拓扑结构，其不对称因子高达0.20。
