Electrochemical and chemical reduction of furopyrazines, thienopyrazines, furoquinoxalines and thienoquinoxalines

Armand, Joseph; Bellec, Christian; Boulares, Line; Chaquin, Patrick; Masure, D.; Pinson, Jean

doi:10.1021/jo00016a008

Cited by 21 publications

(18 citation statements)

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“…With repeated scanning a reversible redox process (+0.17 and À0.37 V) develops which signifies the formation of an electroactive polymer. According to the previously reported electrochemical study of the 2,3-dimethylthieno [3,4-b]pyrazine, this redox couple corresponds to one-electron reduction of the pyrazine ring [18].…”

Section: Electrochemistrymentioning

confidence: 89%

A fast switching, low band gap, p- and n-dopable, donor–acceptor type polymer

Günbaş

Çamurlu

Ахмедов

et al. 2008

Journal of Electroanalytical Chemistry

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Section: Electrochemistrymentioning

confidence: 89%

A fast switching, low band gap, p- and n-dopable, donor–acceptor type polymer

Günbaş

Çamurlu

Ахмедов

et al. 2008

Journal of Electroanalytical Chemistry

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“…The first electrochemical oxidation of 2a-g and the reactivity of the resulting radical cations are consistent with the removal of a thiophene-localized p-electron, thus suggesting such a p-based thiophene HOMO. In addition, the first electrochemical reduction of these compounds has been suggested to be localized in the pyrazine ring [18,32], which is somewhat supported by the greater pyrazine contribution to the LUMOs.…”

Section: Article In Pressmentioning

confidence: 92%

Photophysical characterization of 2,3-difunctionalized thieno[3,4-b]pyrazines

Rasmussen

Sattler

Mitchell

et al. 2004

Journal of Luminescence

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“…458,492,493 There has been no report on successful electrochemical polymerization of thieno [3,4-b]pyrazine derivatives, and a popular hypothesis holds that the failure is due to the quenching of the created radical cations by the pyrazine ring. 494 However, Rasmussen et al indicated that the reason may lie in the monomers' trait of easy overoxidation. 495,496 Under an oxidation potential as low as possible (∼1.4 V), electrochemical polymerization of dialkylated derivatives 3.33 was achieved.…”

Section: Heteroaromatic Ring-fused Oligothiophenesmentioning

confidence: 99%

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

2009

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Amaresh Mishra (right) received his Ph.D. degree in 2000 from the Sambalpur University, India, under the coguidance of Prof. G. B. Behera and Prof. R. K. Behera, working on dye-surfactant interactions in microheterogeneous media. He started his postdoctoral research career in 1999 at the University of South Florida, Tampa, and subsequently at the University of Akron, Ohio, working with Prof. G. R. Newkome, where he gained knowledge in the area of supramolecular and dendrimer chemistry. Later, he joined the Tata Institute of Fundamental Research, Mumbai, in 2002 as a Visiting Fellow working with Prof. N. Periasamy, where he was involved in the synthesis and photophysical studies of organic light emitting materials. In 2005, he joined in the group of Prof. Peter Ba ¨uerle, University of Ulm, Germany, as an Alexander von Humboldt Fellow. His present research interests are centered on chemistry of functional oligothiophenes, donor-acceptor-based conjugated dyes, and metal complexes toward applications in solar energy conversion and molecular electronic and photonic devices. Chang-Qi Ma (left) received his bachelor's degree in chemistry from Beijing Normal University in 1998. In 2003 he obtained his Ph.D. degree at the Technical Institute of Physics and Chemistry, Chinese Academy of Sciences in Beijing with Professor B.-W. Zhang. After that he was a postdoctoral research assistant at Heriot-Watt University in Edinburgh, U.K., with Dr. G. Cooke, until he joined the research group of Prof. P. Ba ¨uerle at the University of Ulm in 2004 as an Alexander von Humboldt fellow, where he is currently a research associate. His main research interests focus on the design and synthesis of novel π-conjugated organic materials for the application in organic electronics, e.g. organic solar cells.Peter Ba ¨uerle (center) received his Ph.D. in organic chemistry from University of Stuttgart (Germany, 1985) working with Prof. F. Effenberger. After a postdoctoral year at MIT, Boston, Massachusetts, in the group of Prof. M. S. Wrighton, he carried out independent research at the University of Stuttgart and received his habilitation (1994). After being Professor of Organic Chemistry at the University of Wu ¨rzburg (Germany, 1994-95), he became Director of the Institute for Organic Chemistry II and Advanced Materials at the University of Ulm (Germany, since 1996). Current research interests of the group include development of novel organic semiconducting and conducting materials, in particular, conjugated poly-and oligothiophenes. Synthetic strategies and new reactions for their functionalization, structure-property relationships, self-assembling properties, and applications in electronic devices, in particular organic solar cells, are investigated. Results have been published in about 200 peer-reviewed scientific papers, 3 book chapters, and 7 patents. For his work in the field of plastic electronics he was awarded with the Rene ´Descartes Prize of the European Union (2000). Guest Professorships at the University of Osaka (Japan, 2002), U...

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Electrochemical and chemical reduction of furopyrazines, thienopyrazines, furoquinoxalines and thienoquinoxalines

Cited by 21 publications

References 0 publications

A fast switching, low band gap, p- and n-dopable, donor–acceptor type polymer

A fast switching, low band gap, p- and n-dopable, donor–acceptor type polymer

Photophysical characterization of 2,3-difunctionalized thieno[3,4-b]pyrazines

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

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