Hollow and highly diastereoselective face-rotating polyhedra constructed through rationally engineered facial units† † Electronic supplementary information (ESI) available. CCDC 2053589. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/d1sc03428f

ABSTRACT: Molecular face-rotating polyhedra (FRP) exhibit complex stereochemistry, rendering it challenging to manipulate their assembly in a stereoselective manner. In our previous work, stereocontrolled FRP were gained at the cost of losing the confined inner space, which hampers their host–guest interactions and potential applications. Through a rational design approach, herein we demonstrate the successful construction of hollow FRP with high diastereoselectivity. Whereas the [4 + 4] imine condensation of meta-formyl substituted C3h-symmetric TAT-m and C3-symmetric Tri-NH2 led to the formation of all feasible FRP-12 diastereoisomers; the para-substituted constitutional isomer, TAT-p, exclusively assembled into a pair of homo-directional enantiomeric FRP-13-CCCC/AAAA with a cavity size larger tha

SUBMITTER: Tang X 

PROVIDER: S-EPMC8442696 | biostudies-literature | 2021 Jul

REPOSITORIES: biostudies-literature