Preparation, properties, and X-ray structures of bis(10-methyl-9- methyleneacridan)-type electron donors with a thiophene, bithiophene, or terthiophene skeleton: Redox switching of thiophenethienoquinoid structure accompanied by UVvisNIR electrochromic response

Takanori Suzuki; Yuuki Hoshiyama; Kazuhisa Wada; Yusuke Ishigaki; Youhei Miura; Hidetoshi Kawai; Ryo Katoono; Kenshu Fujiwara; Takanori Fukushima

doi:10.1246/cl.130401

Preparation, properties, and X-ray structures of bis(10-methyl-9- methyleneacridan)-type electron donors with a thiophene, bithiophene, or terthiophene skeleton: Redox switching of thiophenethienoquinoid structure accompanied by UVvisNIR electrochromic response

Takanori Suzuki, Yuuki Hoshiyama, Kazuhisa Wada, Yusuke Ishigaki, Youhei Miura, Hidetoshi Kawai, Ryo Katoono, Kenshu Fujiwara, Takanori Fukushima

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

12 Citations (Scopus)

Abstract

The newly designed title dyes 13 have a thiophene-type -skeleton, to which two methyleneacridan subunits are attached as electron-donating end groups. They undergo reversible one-wave 2e-oxidation to the corresponding dications containing a thienoquinoid moiety. The redox and spectral properties can be modified by changing the -skeleton, and bithiophene 2 and terthiophene 3 can serve as new entries of UVvisNIR electrochromic materials.

Original language	English
Pages (from-to)	1004-1006
Number of pages	3
Journal	Chemistry Letters
Volume	42
Issue number	9
DOIs	https://doi.org/10.1246/cl.130401
Publication status	Published - 2013
Externally published	Yes

ASJC Scopus subject areas

General Chemistry

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Suzuki, T., Hoshiyama, Y., Wada, K., Ishigaki, Y., Miura, Y., Kawai, H., Katoono, R., Fujiwara, K., & Fukushima, T. (2013). Preparation, properties, and X-ray structures of bis(10-methyl-9- methyleneacridan)-type electron donors with a thiophene, bithiophene, or terthiophene skeleton: Redox switching of thiophenethienoquinoid structure accompanied by UVvisNIR electrochromic response. Chemistry Letters, 42(9), 1004-1006. https://doi.org/10.1246/cl.130401

Preparation, properties, and X-ray structures of bis(10-methyl-9- methyleneacridan)-type electron donors with a thiophene, bithiophene, or terthiophene skeleton: Redox switching of thiophenethienoquinoid structure accompanied by UVvisNIR electrochromic response. / Suzuki, Takanori; Hoshiyama, Yuuki; Wada, Kazuhisa et al.
In: Chemistry Letters, Vol. 42, No. 9, 2013, p. 1004-1006.

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

Suzuki, T, Hoshiyama, Y, Wada, K, Ishigaki, Y, Miura, Y, Kawai, H, Katoono, R, Fujiwara, K & Fukushima, T 2013, 'Preparation, properties, and X-ray structures of bis(10-methyl-9- methyleneacridan)-type electron donors with a thiophene, bithiophene, or terthiophene skeleton: Redox switching of thiophenethienoquinoid structure accompanied by UVvisNIR electrochromic response', Chemistry Letters, vol. 42, no. 9, pp. 1004-1006. https://doi.org/10.1246/cl.130401

Suzuki T, Hoshiyama Y, Wada K, Ishigaki Y, Miura Y, Kawai H et al. Preparation, properties, and X-ray structures of bis(10-methyl-9- methyleneacridan)-type electron donors with a thiophene, bithiophene, or terthiophene skeleton: Redox switching of thiophenethienoquinoid structure accompanied by UVvisNIR electrochromic response. Chemistry Letters. 2013;42(9):1004-1006. doi: 10.1246/cl.130401

Suzuki, Takanori ; Hoshiyama, Yuuki ; Wada, Kazuhisa et al. / Preparation, properties, and X-ray structures of bis(10-methyl-9- methyleneacridan)-type electron donors with a thiophene, bithiophene, or terthiophene skeleton : Redox switching of thiophenethienoquinoid structure accompanied by UVvisNIR electrochromic response. In: Chemistry Letters. 2013 ; Vol. 42, No. 9. pp. 1004-1006.

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abstract = "The newly designed title dyes 13 have a thiophene-type -skeleton, to which two methyleneacridan subunits are attached as electron-donating end groups. They undergo reversible one-wave 2e-oxidation to the corresponding dications containing a thienoquinoid moiety. The redox and spectral properties can be modified by changing the -skeleton, and bithiophene 2 and terthiophene 3 can serve as new entries of UVvisNIR electrochromic materials.",

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AU - Suzuki, Takanori

AU - Hoshiyama, Yuuki

AU - Wada, Kazuhisa

AU - Ishigaki, Yusuke

AU - Miura, Youhei

AU - Kawai, Hidetoshi

AU - Katoono, Ryo

AU - Fujiwara, Kenshu

AU - Fukushima, Takanori

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AB - The newly designed title dyes 13 have a thiophene-type -skeleton, to which two methyleneacridan subunits are attached as electron-donating end groups. They undergo reversible one-wave 2e-oxidation to the corresponding dications containing a thienoquinoid moiety. The redox and spectral properties can be modified by changing the -skeleton, and bithiophene 2 and terthiophene 3 can serve as new entries of UVvisNIR electrochromic materials.

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Preparation, properties, and X-ray structures of bis(10-methyl-9- methyleneacridan)-type electron donors with a thiophene, bithiophene, or terthiophene skeleton: Redox switching of thiophenethienoquinoid structure accompanied by UVvisNIR electrochromic response

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