Three-way-output response system by electric potential: UV-vis, CD, and fluorescence spectral changes upon electrolysis of the chiral ester of tetracyanoanthraquinodimethane

Hiroki Higuchi; Koji Ichioka; Hidetoshi Kawai; Kenshu Fujiwara; Masakazu Ohkita; Takashi Tsuji; Takanori Suzuki

doi:10.1016/j.tetlet.2004.02.110

Three-way-output response system by electric potential: UV-vis, CD, and fluorescence spectral changes upon electrolysis of the chiral ester of tetracyanoanthraquinodimethane

Hiroki Higuchi, Koji Ichioka, Hidetoshi Kawai, Kenshu Fujiwara, Masakazu Ohkita, Takashi Tsuji, Takanori Suzuki

Department of Integrated Materials

Research output: Contribution to journal › Article

22 Citations (Scopus)

Abstract

The newly prepared tetracyanoanthraquinodimethane (TCNAQ) derivatives 1a,b with a chiral auxiliary are good electron acceptors and exhibit weak circular dichroism (CD) based on the absorption of TCNAQ. The twin-type electron acceptor 1c with two TCNAQ units shows larger ellipticity by exciton coupling. UV-vis, CD, and fluorescence spectra were changed drastically upon electrochemical reduction of 1c, which demonstrates the unprecedented three-way-output response system.

Original language	English
Pages (from-to)	3027-3030
Number of pages	4
Journal	Tetrahedron Letters
Volume	45
Issue number	15
DOIs	https://doi.org/10.1016/j.tetlet.2004.02.110
Publication status	Published - Apr 5 2004

Fingerprint

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Cite this

Higuchi, H., Ichioka, K., Kawai, H., Fujiwara, K., Ohkita, M., Tsuji, T., & Suzuki, T. (2004). Three-way-output response system by electric potential: UV-vis, CD, and fluorescence spectral changes upon electrolysis of the chiral ester of tetracyanoanthraquinodimethane. Tetrahedron Letters, 45(15), 3027-3030. https://doi.org/10.1016/j.tetlet.2004.02.110

Three-way-output response system by electric potential : UV-vis, CD, and fluorescence spectral changes upon electrolysis of the chiral ester of tetracyanoanthraquinodimethane. / Higuchi, Hiroki; Ichioka, Koji; Kawai, Hidetoshi; Fujiwara, Kenshu; Ohkita, Masakazu; Tsuji, Takashi; Suzuki, Takanori.

In: Tetrahedron Letters, Vol. 45, No. 15, 05.04.2004, p. 3027-3030.

Research output: Contribution to journal › Article

@article{9e9364a8b674425a84fc2d637f1bda3f,

title = "Three-way-output response system by electric potential: UV-vis, CD, and fluorescence spectral changes upon electrolysis of the chiral ester of tetracyanoanthraquinodimethane",

abstract = "The newly prepared tetracyanoanthraquinodimethane (TCNAQ) derivatives 1a,b with a chiral auxiliary are good electron acceptors and exhibit weak circular dichroism (CD) based on the absorption of TCNAQ. The twin-type electron acceptor 1c with two TCNAQ units shows larger ellipticity by exciton coupling. UV-vis, CD, and fluorescence spectra were changed drastically upon electrochemical reduction of 1c, which demonstrates the unprecedented three-way-output response system.",

author = "Hiroki Higuchi and Koji Ichioka and Hidetoshi Kawai and Kenshu Fujiwara and Masakazu Ohkita and Takashi Tsuji and Takanori Suzuki",

year = "2004",

month = "4",

day = "5",

doi = "10.1016/j.tetlet.2004.02.110",

language = "English",

volume = "45",

pages = "3027--3030",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "15",

}

TY - JOUR

T1 - Three-way-output response system by electric potential

T2 - UV-vis, CD, and fluorescence spectral changes upon electrolysis of the chiral ester of tetracyanoanthraquinodimethane

AU - Higuchi, Hiroki

AU - Ichioka, Koji

AU - Kawai, Hidetoshi

AU - Fujiwara, Kenshu

AU - Ohkita, Masakazu

AU - Tsuji, Takashi

AU - Suzuki, Takanori

PY - 2004/4/5

Y1 - 2004/4/5

N2 - The newly prepared tetracyanoanthraquinodimethane (TCNAQ) derivatives 1a,b with a chiral auxiliary are good electron acceptors and exhibit weak circular dichroism (CD) based on the absorption of TCNAQ. The twin-type electron acceptor 1c with two TCNAQ units shows larger ellipticity by exciton coupling. UV-vis, CD, and fluorescence spectra were changed drastically upon electrochemical reduction of 1c, which demonstrates the unprecedented three-way-output response system.

AB - The newly prepared tetracyanoanthraquinodimethane (TCNAQ) derivatives 1a,b with a chiral auxiliary are good electron acceptors and exhibit weak circular dichroism (CD) based on the absorption of TCNAQ. The twin-type electron acceptor 1c with two TCNAQ units shows larger ellipticity by exciton coupling. UV-vis, CD, and fluorescence spectra were changed drastically upon electrochemical reduction of 1c, which demonstrates the unprecedented three-way-output response system.

UR - http://www.scopus.com/inward/record.url?scp=1642376368&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=1642376368&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2004.02.110

DO - 10.1016/j.tetlet.2004.02.110

M3 - Article

AN - SCOPUS:1642376368

VL - 45

SP - 3027

EP - 3030

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 15

ER -

Access to Document

10.1016/j.tetlet.2004.02.110