Synfacts 2023; 19(08): 0761
DOI: 10.1055/s-0042-1751947
Synthesis of Materials and Unnatural Products

Topologically Chiral Nanohoops

Contributor(s):
Dahui Zhao
,
Jianjun Han
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.
 

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.


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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.


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Publication History

Article published online:
14 July 2023

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