Issue 17, 2021

Aryl carbazole-based macrocycles: synthesis, their remarkably stable radical cations and host–guest complexation with fullerenes

Abstract

A series of fully conjugated macrocycles Mn (n = 4–7) consisting of N-(3,5-di-tert-butyl-4-methoxyphenyl) substituted carbazole (Cz-Ar) were successfully synthesized. The aryl carbazole and macrocycle M4 can be readily oxidized and the corresponding radical cation species were found to be highly stable. Moreover, macrocycle M5 was found to form 1 : 1 stoichiometric complexes with fullerenes C60 and C70 with association constants as high as (8.38 ± 0.33) × 104 M−1 and (7.64 ± 0.26) × 104 M−1, respectively.

Graphical abstract: Aryl carbazole-based macrocycles: synthesis, their remarkably stable radical cations and host–guest complexation with fullerenes

Supplementary files

Article information

Article type
Research Article
Submitted
01 5 2021
Accepted
18 6 2021
First published
22 6 2021

Org. Chem. Front., 2021,8, 4678-4684

Aryl carbazole-based macrocycles: synthesis, their remarkably stable radical cations and host–guest complexation with fullerenes

L. Mao, M. Zhou, Y. Niu, X. Zhao and X. Shi, Org. Chem. Front., 2021, 8, 4678 DOI: 10.1039/D1QO00686J

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