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Helical Nanographenes Bearing Pentagon‐Heptagon Pairs by Stepwise Dehydrocyclization.

Authors :
Ju, Yang‐Yang
Luo, Huan
Li, Ze‐Jia
Zheng, Bing‐Hui
Xing, Jiang‐Feng
Chen, Xuan‐Wen
Huang, Ling‐Xi
Nie, Guo‐Hui
Zhang, Bin
Liu, Junzhi
Tan, Yuan‐Zhi
Source :
Angewandte Chemie; 5/13/2024, Vol. 136 Issue 20, p1-8, 8p
Publication Year :
2024

Abstract

The incorporation of pentagon‐heptagon pairs into helical nanographenes lacks a facile synthetic route, and the impact of these pairs on chiroptical properties remains unclear. In this study, a method for the stepwise construction of pentagon‐heptagon pairs in helical nanographenes by the dehydrogenation of [6]helicene units was developed. Three helical nanographenes containing pentagon‐heptagon pairs were synthesized and characterized using this approach. A wide variation in the molecular geometries and photophysical properties of these helical nanographenes was observed, with changes in the helical length of these structures and the introduction of the pentagon‐heptagon pairs. The embedded pentagon‐heptagon pairs reduced the oxidation potential of the synthesized helical nanographenes. The high isomerization energy barriers enabled the chiral resolution of the helicene enantiomers. Chiroptical investigations revealed remarkably enhanced circularly polarized luminescence and luminescence dissymmetry factors with an increasing number of the pentagon‐heptagon pairs. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00448249
Volume :
136
Issue :
20
Database :
Complementary Index
Journal :
Angewandte Chemie
Publication Type :
Academic Journal
Accession number :
177061071
Full Text :
https://doi.org/10.1002/ange.202402621