He J,
Yu M.-H,
Lian Z,
Fan Y.-Q,
Guo S.-Z,
Li X.-N,
Wang Y,
Wang W.-G,
Cheng Z.-Y,
Jiang H.
*
Beijing Normal University, P. R. of China
Lemniscular Carbon Nanohoops with Contiguous Conjugation from Planar Chiral [2.2]Paracyclophane:
Influence of the Regioselective Synthesis on Topological Chirality.
Chem. Sci. 2023;
14: 4426-4433
DOI:
10.1039/D2SC06825G
Key words
topological chirality - paracyclophane - carbon nanohoops
Significance
As a novel chiral element, topological chirality has expanded the research and application
horizon of related functional materials. While synthetic strategies for the non-conjugated
counterparts have been widely investigated, methods for conjugated structures of topological
chirality are relatively less explored. Herein, two isomeric nanohoops of conjugated
backbone are constructed by harnessing [2.2]paracyclophane as the hinge unit.
Comment
Introducing different silyl protective groups regiospecifically to the central chiral
paracyclophane is crucial to the subsequent site-specific ring closure and achievement
of the topological chirality. The inherent difference in the structural topology exhibited
by the two isomers results in their distinct chiral traits and chiroptical properties.
