Tetrahedron, volume 68, issue 27-28, pages 5346-5355

Redox-responsive conformational alteration of aromatic amides bearing N-quinonyl system

Iwao Okamoto 1
Yusuke Takahashi 1
Mika Sawamura 1
Mio Matsumura 2
Hyuma Masu 3
Kosuke Katagiri 4
Isao Azumaya 4
Masanori Nishino 1
Yukari Kohama 1
Nobuyoshi Morita 1
Osamu TAMURA 1
Hiroyuki Kagechika 5
Aya Tanatani 2
Publication typeJournal Article
Publication date2012-07-01
Journal: Tetrahedron
Quartile SCImago
Q2
Quartile WOS
Q3
Impact factor2.1
ISSN00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Redox-induced conformational alteration of N-aryl-N-phenylamides, in which the N-aryl group consists of a hydroquinone–p-quinone system, was examined. The reduced form bearing a dihydroxyphenyl or dimethoxyphenyl group exists mainly in the E-form, whereas the oxidized form bearing a N-benzoquinone moiety takes the Z-form both in the crystal and in solution. This redox-induced conformational alteration is associated with a marked change in optical properties. This system appears to have suitable properties for use in external redox stimulus-responsive functional switching.

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GOST Copy
Okamoto I. et al. Redox-responsive conformational alteration of aromatic amides bearing N-quinonyl system // Tetrahedron. 2012. Vol. 68. No. 27-28. pp. 5346-5355.
GOST all authors (up to 50) Copy
Okamoto I., Takahashi Y., Sawamura M., Matsumura M., Masu H., Katagiri K., Azumaya I., Nishino M., Kohama Y., Morita N., TAMURA O., Kagechika H., Tanatani A. Redox-responsive conformational alteration of aromatic amides bearing N-quinonyl system // Tetrahedron. 2012. Vol. 68. No. 27-28. pp. 5346-5355.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1016/j.tet.2012.04.114
UR - https://doi.org/10.1016/j.tet.2012.04.114
TI - Redox-responsive conformational alteration of aromatic amides bearing N-quinonyl system
T2 - Tetrahedron
AU - Okamoto, Iwao
AU - Takahashi, Yusuke
AU - Sawamura, Mika
AU - Matsumura, Mio
AU - Masu, Hyuma
AU - Katagiri, Kosuke
AU - Azumaya, Isao
AU - Nishino, Masanori
AU - Kohama, Yukari
AU - Morita, Nobuyoshi
AU - TAMURA, Osamu
AU - Kagechika, Hiroyuki
AU - Tanatani, Aya
PY - 2012
DA - 2012/07/01 00:00:00
PB - Elsevier
SP - 5346-5355
IS - 27-28
VL - 68
SN - 0040-4020
SN - 1464-5416
ER -
BibTex |
Cite this
BibTex Copy
@article{2012_Okamoto,
author = {Iwao Okamoto and Yusuke Takahashi and Mika Sawamura and Mio Matsumura and Hyuma Masu and Kosuke Katagiri and Isao Azumaya and Masanori Nishino and Yukari Kohama and Nobuyoshi Morita and Osamu TAMURA and Hiroyuki Kagechika and Aya Tanatani},
title = {Redox-responsive conformational alteration of aromatic amides bearing N-quinonyl system},
journal = {Tetrahedron},
year = {2012},
volume = {68},
publisher = {Elsevier},
month = {jul},
url = {https://doi.org/10.1016/j.tet.2012.04.114},
number = {27-28},
pages = {5346--5355},
doi = {10.1016/j.tet.2012.04.114}
}
MLA
Cite this
MLA Copy
Okamoto, Iwao, et al. “Redox-responsive conformational alteration of aromatic amides bearing N-quinonyl system.” Tetrahedron, vol. 68, no. 27-28, Jul. 2012, pp. 5346-5355. https://doi.org/10.1016/j.tet.2012.04.114.
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