A Kinetically Stabilized Nitrogen-Doped Triangulene Cation: Stable and NIR Fluorescent Diradical Cation with Triplet Ground State

Arikawa, Shinobu; Shimizu, Akihiro; Shiomi, Daisuke et al.

Angewandte Chemie International Edition, 2023, 62(29), e202302714

Number of Access:1,578（2025-08-15 01:09 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/92338

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Title
A Kinetically Stabilized Nitrogen-Doped Triangulene Cation: Stable and NIR Fluorescent Diradical Cation with Triplet Ground State
Creator
CreatorName
Arikawa, Shinobu
NRID
1000030584263 1000030584263
ORCID
0000-0001-9392-2087 0000-0001-9392-2087
researchmap permalink
7000009063 7000009063
Scopus Author ID
55513295900 55513295900
CreatorName
Shimizu, Akihiro
NRID
1000040260799 1000040260799
CreatorName
Shiomi, Daisuke
NRID
1000090264796 1000090264796
CreatorName
Sato, Kazunobu
NRID
1000010117955 1000010117955
CreatorName
Takui, Takeji
NRID
1000060758697 1000060758697
researchmap permalink
hikarusotome hikarusotome
Scopus Author ID
56771368400 56771368400
CreatorName
Sotome, Hikaru
NRID
1000040182000 1000040182000
ORCID
0000-0002-6020-6591 0000-0002-6020-6591
researchmap permalink
read0076304 read0076304
Scopus Author ID
8513846500 8513846500
CreatorName
Miyasaka, Hiroshi
NRID
1000040647070 1000040647070
CreatorName
Murai, Masahito
NRID
1000060260618 1000060260618
CreatorName
Yamaguchi, Shigehiro
NRID
1000050372561 1000050372561
researchmap permalink
RMshintani RMshintani
Scopus Author ID
6701562981 6701562981
CreatorName
Shintani, Ryo
Description
This is the accepted version of the following article: Arikawa S., Shimizu A., Shiomi D., et al. A Kinetically Stabilized Nitrogen-Doped Triangulene Cation: Stable and NIR Fluorescent Diradical Cation with Triplet Ground State. Angewandte Chemie-International Edition, (2023), which has been published in final form at https://doi.org/10.1002/anie.202302714. This article may be used for non-commercialpurposes in accordance with the Wiley Self-ArchivingPolicy [https://authorservices.wiley.com/author-resources/Journal-Authors/licensing/self-archiving.html]
Abstract
A kinetically-stabilized nitrogen-doped triangulene cation derivative has been synthesized and isolated as the stable diradical with a triplet ground state that exhibits near-infrared emission. As was the case for a triangulene derivative we previously synthesized, the triplet ground state with a large singlet-triplet energy gap was experimentally confirmed by magnetic measurements. In contrast to the triangulene derivative, the nitrogen-doped triangulene cation derivative is highly stable even in solution under air and exhibits near-infrared absorption and emission because the alternancy symmetry of triangulene is broken by the nitrogen cation. Breaking the alternancy symmetry of triplet alternant hydrocarbon diradicals by a nitrogen cation would therefore be an effective strategy to create stable diradicals possessing magnetic properties similar to the parent hydrocarbons but with different electrochemical and photophysical properties.
Publisher
John Wiley and Sons Inc
Source Title
Angewandte Chemie International Edition
Volume (Issue)
62(29)
Page
e202302714
Date of Issued
2023-06-12
Language
English
Handle URL
https://hdl.handle.net/11094/92338
PISSN
14337851
eISSN
15213773
NCID
AA11614189
Relation.isVersionOf
DOI (Publisher Version)
https://doi.org/10.1002/anie.202302714
Access Rights
open access
CopyRight
© 2023 Wiley-VCH GmbH & Co. KGaA.
oaire:version
Accepted Manuscript
Category
学術雑誌論文 Journal Article