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

Lijun Mao; Manfei Zhou; Yan Fei Niu; Xiao Li Zhao; Xueliang Shi

doi:10.1039/d1qo00686j

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

Lijun Mao, Manfei Zhou, Yan Fei Niu, Xiao Li Zhao, Xueliang Shi

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

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.

Original language	English
Pages (from-to)	4678-4684
Number of pages	7
Journal	Organic Chemistry Frontiers
Volume	8
Issue number	17
DOIs	https://doi.org/10.1039/d1qo00686j
State	Published - 7 Sep 2021

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title = "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.",

author = "Lijun Mao and Manfei Zhou and Niu, \{Yan Fei\} and Zhao, \{Xiao Li\} and Xueliang Shi",

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doi = "10.1039/d1qo00686j",

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TY - JOUR

T1 - Aryl carbazole-based macrocycles

T2 - Synthesis, their remarkably stable radical cations and host-guest complexation with fullerenes

AU - Mao, Lijun

AU - Zhou, Manfei

AU - Niu, Yan Fei

AU - Zhao, Xiao Li

AU - Shi, Xueliang

PY - 2021/9/7

Y1 - 2021/9/7

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/85113769936

U2 - 10.1039/d1qo00686j

DO - 10.1039/d1qo00686j

M3 - 文章

AN - SCOPUS:85113769936

SN - 2052-4110

VL - 8

SP - 4678

EP - 4684

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 17

ER -

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

Abstract

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