New push-pull systems based on indolo[3,2-b]carbazole and 1,2,4,5-tetrazine: synthesis, photophysical, and charge transport properties

A. S. Steparuk; S. G. Tolshchina; N. A. Kazin; R. A. Irgashev; E. F. Zhilina; A. E. Aleksandrov; A. R. Tameev; G. L. Rusinov

doi:10.1007/s11172-021-3191-6

New push-pull systems based on indolo[3,2-b]carbazole and 1,2,4,5-tetrazine: synthesis, photophysical, and charge transport properties

A. S. Steparuk
, S. G. Tolshchina
, N. A. Kazin
, R. A. Irgashev
, E. F. Zhilina
, A. E. Aleksandrov
, A. R. Tameev
, G. L. Rusinov

Ural Branch of the Russian Academy of Sciences
Ural Federal University
Russian Academy of Sciences

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

Abstract

5,11-Dihydroindolo[3,2-b]carbazoles were for the first time modified with acceptor 1,2,4,5-tetrazine fragments. The photophysical and charge-transport properties of the synthesized donor-acceptor heterocyclic systems were studied. It was shown that the introduction of the 1,2,4,5-tetrazine moieties makes it possible to increase the hole and electron mobility by one and two orders of magnitude, respectively, as compared to analogous 5,11-dihydroindolo-[3,2-b]carbazole derivatives studied previously.

Original language	English
Pages (from-to)	1109-1117
Number of pages	9
Journal	Russian Chemical Bulletin
Volume	70
Issue number	6
DOIs	https://doi.org/10.1007/s11172-021-3191-6
Publication status	Published - 1 Jun 2021
Externally published	Yes

Keywords

1,2,4,5-tetrazines
indolo[3,2-b]carbazole
nucleophilic substitution
push-pull systems

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10.1007/s11172-021-3191-6

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title = "New push-pull systems based on indolo[3,2-b]carbazole and 1,2,4,5-tetrazine: synthesis, photophysical, and charge transport properties",

abstract = "5,11-Dihydroindolo[3,2-b]carbazoles were for the first time modified with acceptor 1,2,4,5-tetrazine fragments. The photophysical and charge-transport properties of the synthesized donor-acceptor heterocyclic systems were studied. It was shown that the introduction of the 1,2,4,5-tetrazine moieties makes it possible to increase the hole and electron mobility by one and two orders of magnitude, respectively, as compared to analogous 5,11-dihydroindolo-[3,2-b]carbazole derivatives studied previously.",

keywords = "1,2,4,5-tetrazines, indolo[3,2-b]carbazole, nucleophilic substitution, push-pull systems",

author = "Steparuk, \{A. S.\} and Tolshchina, \{S. G.\} and Kazin, \{N. A.\} and Irgashev, \{R. A.\} and Zhilina, \{E. F.\} and Aleksandrov, \{A. E.\} and Tameev, \{A. R.\} and Rusinov, \{G. L.\}",

note = "Publisher Copyright: {\textcopyright} 2021, Springer Science+Business Media LLC.",

year = "2021",

month = jun,

day = "1",

doi = "10.1007/s11172-021-3191-6",

language = "English",

volume = "70",

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journal = "Russian Chemical Bulletin",

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TY - JOUR

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T2 - synthesis, photophysical, and charge transport properties

AU - Steparuk, A. S.

AU - Tolshchina, S. G.

AU - Kazin, N. A.

AU - Irgashev, R. A.

AU - Zhilina, E. F.

AU - Aleksandrov, A. E.

AU - Tameev, A. R.

AU - Rusinov, G. L.

PY - 2021/6/1

Y1 - 2021/6/1

N2 - 5,11-Dihydroindolo[3,2-b]carbazoles were for the first time modified with acceptor 1,2,4,5-tetrazine fragments. The photophysical and charge-transport properties of the synthesized donor-acceptor heterocyclic systems were studied. It was shown that the introduction of the 1,2,4,5-tetrazine moieties makes it possible to increase the hole and electron mobility by one and two orders of magnitude, respectively, as compared to analogous 5,11-dihydroindolo-[3,2-b]carbazole derivatives studied previously.

AB - 5,11-Dihydroindolo[3,2-b]carbazoles were for the first time modified with acceptor 1,2,4,5-tetrazine fragments. The photophysical and charge-transport properties of the synthesized donor-acceptor heterocyclic systems were studied. It was shown that the introduction of the 1,2,4,5-tetrazine moieties makes it possible to increase the hole and electron mobility by one and two orders of magnitude, respectively, as compared to analogous 5,11-dihydroindolo-[3,2-b]carbazole derivatives studied previously.

KW - 1,2,4,5-tetrazines

KW - indolo[3,2-b]carbazole

KW - nucleophilic substitution

KW - push-pull systems

UR - https://www.scopus.com/pages/publications/85109831946

U2 - 10.1007/s11172-021-3191-6

DO - 10.1007/s11172-021-3191-6

M3 - Article

AN - SCOPUS:85109831946

SN - 1066-5285

VL - 70

SP - 1109

EP - 1117

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

IS - 6

ER -

New push-pull systems based on indolo[3,2-b]carbazole and 1,2,4,5-tetrazine: synthesis, photophysical, and charge transport properties

Abstract

Keywords

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