4.5 Review

Chiral Buckybowl Molecules

Journal

SYMMETRY-BASEL
Volume 9, Issue 9, Pages -

Publisher

MDPI
DOI: 10.3390/sym9090174

Keywords

buckybowl; corannulene; sumanene; bowl chirality; bowl inversion; asymmetric synthesis; chiral resolution

Funding

  1. National Natural Science Foundation of China [21572142, 21402129, 21372165, 31370735, 21321061]
  2. National Key Research and Development Program of China [2017YFA0505900]
  3. State Key Laboratory of Fine Chemicals [KF 1508]
  4. Sichuan Province Science Foundation for Youths [2015JQ0029]

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Buckybowls are polynuclear aromatic hydrocarbons that have a curved aromatic surface and are considered fragments of buckminsterfullerenes. The curved aromatic surface led to the loss of planar symmetry of the normal aromatic plane and may cause unique inherent chirality, so-called bowl chirality, which it is possible to thermally racemize through a bowl-to-bowl inversion process. In this short review, we summarize the studies concerning the special field of bowl chirality, focusing on recent practical aspects of attaining diastereo/enantioenriched chiral buckybowls through asymmetric synthesis, chiral optical resolution, selective chiral metal complexation, and chiral assembly formation.

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