Facile Synthesis of 1,4-Bis(diaryl)-1,3-butadiynes Bearing Two Amino Moieties by Electrochemical Reaction-Site Switching, and Their Solvatochromic Fluorescence

Natsuyo Kamimoto; Nariaki Nakamura; Akina Tsutsumi; Hiroki Mandai; Koichi Mitsudo; Atsushi Wakamiya; Yasujiro Murata; Jun ya Hasegawa; Seiji Suga

doi:10.1002/ajoc.201500502

Facile Synthesis of 1,4-Bis(diaryl)-1,3-butadiynes Bearing Two Amino Moieties by Electrochemical Reaction-Site Switching, and Their Solvatochromic Fluorescence

Natsuyo Kamimoto, Nariaki Nakamura, Akina Tsutsumi, Hiroki Mandai, Koichi Mitsudo, Atsushi Wakamiya, Yasujiro Murata, Jun ya Hasegawa, Seiji Suga

School of Engineering

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

10 Citations (Scopus)

Abstract

Bis(diaryl)-1,3-butadiynes bearing two amino moieties were easily synthesized by a sequential coupling reaction by using an electrochemical method. This sequential reaction consists of electrochemical oxidative homocoupling and Suzuki-Miyaura coupling. The fluorescence of the obtained bis(diaryl)-1,3-butadiynes is solvatochromic despite their symmetric linear structure and lack of a strong acceptor moiety.

Original language	English
Pages (from-to)	373-379
Number of pages	7
Journal	Asian Journal of Organic Chemistry
Volume	5
Issue number	3
DOIs	https://doi.org/10.1002/ajoc.201500502
Publication status	Published - Mar 1 2016

Keywords

Alkynes
Diynes
Electrochemistry
Fluorescence
Solvatochromism

ASJC Scopus subject areas

Organic Chemistry

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10.1002/ajoc.201500502

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Kamimoto, N., Nakamura, N., Tsutsumi, A., Mandai, H., Mitsudo, K., Wakamiya, A., Murata, Y., Hasegawa, J. Y., & Suga, S. (2016). Facile Synthesis of 1,4-Bis(diaryl)-1,3-butadiynes Bearing Two Amino Moieties by Electrochemical Reaction-Site Switching, and Their Solvatochromic Fluorescence. Asian Journal of Organic Chemistry, 5(3), 373-379. https://doi.org/10.1002/ajoc.201500502

Facile Synthesis of 1,4-Bis(diaryl)-1,3-butadiynes Bearing Two Amino Moieties by Electrochemical Reaction-Site Switching, and Their Solvatochromic Fluorescence. / Kamimoto, Natsuyo; Nakamura, Nariaki; Tsutsumi, Akina et al.
In: Asian Journal of Organic Chemistry, Vol. 5, No. 3, 01.03.2016, p. 373-379.

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

Kamimoto, N, Nakamura, N, Tsutsumi, A, Mandai, H, Mitsudo, K, Wakamiya, A, Murata, Y, Hasegawa, JY & Suga, S 2016, 'Facile Synthesis of 1,4-Bis(diaryl)-1,3-butadiynes Bearing Two Amino Moieties by Electrochemical Reaction-Site Switching, and Their Solvatochromic Fluorescence', Asian Journal of Organic Chemistry, vol. 5, no. 3, pp. 373-379. https://doi.org/10.1002/ajoc.201500502

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abstract = "Bis(diaryl)-1,3-butadiynes bearing two amino moieties were easily synthesized by a sequential coupling reaction by using an electrochemical method. This sequential reaction consists of electrochemical oxidative homocoupling and Suzuki-Miyaura coupling. The fluorescence of the obtained bis(diaryl)-1,3-butadiynes is solvatochromic despite their symmetric linear structure and lack of a strong acceptor moiety.",

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AU - Nakamura, Nariaki

AU - Tsutsumi, Akina

AU - Mandai, Hiroki

AU - Mitsudo, Koichi

AU - Wakamiya, Atsushi

AU - Murata, Yasujiro

AU - Hasegawa, Jun ya

AU - Suga, Seiji

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AB - Bis(diaryl)-1,3-butadiynes bearing two amino moieties were easily synthesized by a sequential coupling reaction by using an electrochemical method. This sequential reaction consists of electrochemical oxidative homocoupling and Suzuki-Miyaura coupling. The fluorescence of the obtained bis(diaryl)-1,3-butadiynes is solvatochromic despite their symmetric linear structure and lack of a strong acceptor moiety.

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KW - Diynes

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KW - Fluorescence

KW - Solvatochromism

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Facile Synthesis of 1,4-Bis(diaryl)-1,3-butadiynes Bearing Two Amino Moieties by Electrochemical Reaction-Site Switching, and Their Solvatochromic Fluorescence

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Keywords

ASJC Scopus subject areas

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