Protonation-induced red-coloured circularly polarized luminescence of [5]carbohelicene fused by benzimidazole

Hayato Sakai; Takako Kubota; Junpei Yuasa; Yasuyuki Araki; Tomo Sakanoue; Taishi Takenobu; Takehiko Wada; Tsuyoshi Kawai; Taku Hasobe

doi:10.1039/c6ob00937a

Protonation-induced red-coloured circularly polarized luminescence of [5]carbohelicene fused by benzimidazole

Hayato Sakai, Takako Kubota, Junpei Yuasa, Yasuyuki Araki, Tomo Sakanoue, Taishi Takenobu, Takehiko Wada, Tsuyoshi Kawai, Taku Hasobe

化学科

研究成果: Article › 査読

30 被引用数 (Scopus)

抄録

Benzimidazole-fused [5]carbohelicene ([5]HeliBI) was newly synthesized to examine the spectroscopic and chiroptical properties. The reversible protonation and deprotonation processes of [5]HeliBI were successfully investigated using ¹H NMR, absorption and fluorescence spectral measurements. We also confirmed the circularly polarized luminescence of protonated [5]HeliBI (H⁺-[5]HeliBI). This is the first observation of red-coloured CPL of a helicene derivative.

本文言語	English
ページ（範囲）	6738-6743
ページ数	6
ジャーナル	Organic and Biomolecular Chemistry
巻	14
号	28
DOI	https://doi.org/10.1039/c6ob00937a
出版ステータス	Published - 2016

ASJC Scopus subject areas

生化学
物理化学および理論化学
有機化学

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10.1039/c6ob00937a

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title = "Protonation-induced red-coloured circularly polarized luminescence of [5]carbohelicene fused by benzimidazole",

abstract = "Benzimidazole-fused [5]carbohelicene ([5]HeliBI) was newly synthesized to examine the spectroscopic and chiroptical properties. The reversible protonation and deprotonation processes of [5]HeliBI were successfully investigated using 1H NMR, absorption and fluorescence spectral measurements. We also confirmed the circularly polarized luminescence of protonated [5]HeliBI (H+-[5]HeliBI). This is the first observation of red-coloured CPL of a helicene derivative.",

author = "Hayato Sakai and Takako Kubota and Junpei Yuasa and Yasuyuki Araki and Tomo Sakanoue and Taishi Takenobu and Takehiko Wada and Tsuyoshi Kawai and Taku Hasobe",

note = "Funding Information: This work was partially supported by JSPS KAKENHI Grant Numbers 26286017, JP16K14067, JP15H01003. Publisher Copyright: {\textcopyright} 2016 The Royal Society of Chemistry.",

year = "2016",

doi = "10.1039/c6ob00937a",

language = "English",

volume = "14",

pages = "6738--6743",

journal = "Organic and Biomolecular Chemistry",

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publisher = "Royal Society of Chemistry",

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T1 - Protonation-induced red-coloured circularly polarized luminescence of [5]carbohelicene fused by benzimidazole

AU - Sakai, Hayato

AU - Kubota, Takako

AU - Yuasa, Junpei

AU - Araki, Yasuyuki

AU - Sakanoue, Tomo

AU - Takenobu, Taishi

AU - Wada, Takehiko

AU - Kawai, Tsuyoshi

AU - Hasobe, Taku

PY - 2016

Y1 - 2016

N2 - Benzimidazole-fused [5]carbohelicene ([5]HeliBI) was newly synthesized to examine the spectroscopic and chiroptical properties. The reversible protonation and deprotonation processes of [5]HeliBI were successfully investigated using 1H NMR, absorption and fluorescence spectral measurements. We also confirmed the circularly polarized luminescence of protonated [5]HeliBI (H+-[5]HeliBI). This is the first observation of red-coloured CPL of a helicene derivative.

AB - Benzimidazole-fused [5]carbohelicene ([5]HeliBI) was newly synthesized to examine the spectroscopic and chiroptical properties. The reversible protonation and deprotonation processes of [5]HeliBI were successfully investigated using 1H NMR, absorption and fluorescence spectral measurements. We also confirmed the circularly polarized luminescence of protonated [5]HeliBI (H+-[5]HeliBI). This is the first observation of red-coloured CPL of a helicene derivative.

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DO - 10.1039/c6ob00937a

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JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 28

ER -

Protonation-induced red-coloured circularly polarized luminescence of [5]carbohelicene fused by benzimidazole

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