Photo- And Redox-active Benzofuran-appended Triphenylamine and Near-infrared Absorption of Its Radical Cation

Masafumi Yano; Yoshinori Inada; Yuki Hayashi; Tatsuo Yajima; Koichi Mitsudo; Yukiyasu Kashiwagi

doi:10.1246/cl.200161

Photo- And Redox-active Benzofuran-appended Triphenylamine and Near-infrared Absorption of Its Radical Cation

Masafumi Yano, Yoshinori Inada, Yuki Hayashi, Tatsuo Yajima, Koichi Mitsudo, Yukiyasu Kashiwagi

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

Abstract

A triarylamine bearing three benzofuran rings was designed and successfully prepared in 64% yield. It exhibited absorption at 385 nm, and blue emission at around 440 nm with a fluorescence quantum yield of 0.57. This compound showed high heat resistance and reversible one-electron oxidation. Upon one-electron chemical oxidation, a near-infrared absorption was revealed due to a persistent radical cation species. DFT calculations also supported the experimental data.

Original language	English
Pages (from-to)	685-688
Number of pages	4
Journal	Chemistry Letters
Volume	49
Issue number	6
DOIs	https://doi.org/10.1246/cl.200161
Publication status	Published - Jun 2020

Keywords

Benzofuran
Stable radical cation
Triarylamines

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.200161

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title = "Photo- And Redox-active Benzofuran-appended Triphenylamine and Near-infrared Absorption of Its Radical Cation",

abstract = "A triarylamine bearing three benzofuran rings was designed and successfully prepared in 64% yield. It exhibited absorption at 385 nm, and blue emission at around 440 nm with a fluorescence quantum yield of 0.57. This compound showed high heat resistance and reversible one-electron oxidation. Upon one-electron chemical oxidation, a near-infrared absorption was revealed due to a persistent radical cation species. DFT calculations also supported the experimental data.",

keywords = "Benzofuran, Stable radical cation, Triarylamines",

author = "Masafumi Yano and Yoshinori Inada and Yuki Hayashi and Tatsuo Yajima and Koichi Mitsudo and Yukiyasu Kashiwagi",

note = "Funding Information: The authors would like to thank Dr. Misaki Nakai, Kansai University for the measurements of UV-vis and fluorescence emission spectra. Publisher Copyright: {\textcopyright} 2020 The Chemical Society of Japan",

year = "2020",

month = jun,

doi = "10.1246/cl.200161",

language = "English",

volume = "49",

pages = "685--688",

journal = "Chemistry Letters",

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publisher = "Chemical Society of Japan",

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T1 - Photo- And Redox-active Benzofuran-appended Triphenylamine and Near-infrared Absorption of Its Radical Cation

AU - Yano, Masafumi

AU - Inada, Yoshinori

AU - Hayashi, Yuki

AU - Yajima, Tatsuo

AU - Mitsudo, Koichi

AU - Kashiwagi, Yukiyasu

N1 - Funding Information: The authors would like to thank Dr. Misaki Nakai, Kansai University for the measurements of UV-vis and fluorescence emission spectra. Publisher Copyright: © 2020 The Chemical Society of Japan

PY - 2020/6

Y1 - 2020/6

N2 - A triarylamine bearing three benzofuran rings was designed and successfully prepared in 64% yield. It exhibited absorption at 385 nm, and blue emission at around 440 nm with a fluorescence quantum yield of 0.57. This compound showed high heat resistance and reversible one-electron oxidation. Upon one-electron chemical oxidation, a near-infrared absorption was revealed due to a persistent radical cation species. DFT calculations also supported the experimental data.

AB - A triarylamine bearing three benzofuran rings was designed and successfully prepared in 64% yield. It exhibited absorption at 385 nm, and blue emission at around 440 nm with a fluorescence quantum yield of 0.57. This compound showed high heat resistance and reversible one-electron oxidation. Upon one-electron chemical oxidation, a near-infrared absorption was revealed due to a persistent radical cation species. DFT calculations also supported the experimental data.

KW - Benzofuran

KW - Stable radical cation

KW - Triarylamines

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DO - 10.1246/cl.200161

M3 - Article

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JF - Chemistry Letters

SN - 0366-7022

IS - 6

ER -

Photo- And Redox-active Benzofuran-appended Triphenylamine and Near-infrared Absorption of Its Radical Cation

Abstract

Keywords

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