Control of the electronic and optical properties of aminoxyl radicals <i>via</i> boron complexation

Stable radicals have attracted increasing attention in recent years because of their unique electronic and optical characteristics. Aminoxyl radicals are one of the most widely studied stable radicals to date, but their applications in opto-functional materials have yet to be explored in detail. Our group previously reported the boron complexes of aminoxyl radicals exhibit near-infrared (NIR) absorption. In this work, an aminoxyl radical without boron-complexation was synthesized to elucidate the effects of boron coordination on the properties of the aminoxyl radicals. The results of electron spin resonance spectroscopy, ultraviolet-visible-NIR absorption measurements, and density functional theory calculations indicated that boron complexation facilitated spin delocalization over the radical π-frameworks. Furthermore, a π-extended aminoxyl radical-boron complex exhibited a significant wavelength-shift to longer wavelengths in the NIR-II absorption region, thereby reflecting its larger π-conjugated radical skeleton.

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Publication Details

Journal
Dalton Transactions
Published
2024-11-20
DOI
https://doi.org/10.1039/d4dt02973a
Citations
3
Primary Topic
Organic Light-Emitting Diodes Research
Type
article
Field-Weighted Citation Impact
0.63

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article

Control of the electronic and optical properties of aminoxyl radicals via boron complexation

Yuta Nishina, Hiroki Fukumoto, Koichiro Masada, Yoshiyuki Mizuhata et al.
3 citations
Dalton Transactions
Organic Light-Emitting Diodes Research
0.63
article

Control of the electronic and optical properties of aminoxyl radicals via boron complexation

Yuta Nishina, Hiroki Fukumoto, Koichiro Masada, Yoshiyuki Mizuhata, Ryo Inoue, Kazuya Kubo, Toshiyuki Oshiki, Risa Hyakutake, Takuma Kuroda, Tomohiro Agou, Takahiro Sasamori, Marika Nakamura, Peiyuan Yang
article en
3 citations

Abstract

Stable radicals have attracted increasing attention in recent years because of their unique electronic and optical characteristics. Aminoxyl radicals are one of the most widely studied stable radicals to date, but their applications in opto-functional materials have yet to be explored in detail. Our group previously reported the boron complexes of aminoxyl radicals exhibit near-infrared (NIR) absorption. In this work, an aminoxyl radical without boron-complexation was synthesized to elucidate the effects of boron coordination on the properties of the aminoxyl radicals. The results of electron spin resonance spectroscopy, ultraviolet-visible-NIR absorption measurements, and density functional theory calculations indicated that boron complexation facilitated spin delocalization over the radical π-frameworks. Furthermore, a π-extended aminoxyl radical-boron complex exhibited a significant wavelength-shift to longer wavelengths in the NIR-II absorption region, thereby reflecting its larger π-conjugated radical skeleton.

Dalton TransactionsVol. 54(3)
University of Tsukuba (JP), Okayama University (JP), University of Hyogo (JP), Kyoto University (JP), Kyoto University Institute for Chemical Research, Ibaraki University (JP), Hitachi (Japan) (JP)
Iwatani Naoji Foundation, Iketani Science and Technology Foundation, Murata Science Foundation, Amano Institute of Technology, Hitachi Global Foundation, Japan Society for the Promotion of Science, Institute for Chemical Research, Kyoto University
Openalex Percentile: Top 30%
Organic Light-Emitting Diodes Research
0.63
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