Title: From Easily Oxidized to Easily Reduced Thiophene-Based Materials
Abstract: Advanced MaterialsVolume 10, Issue 7 p. 551-554 Communication From Easily Oxidized to Easily Reduced Thiophene-Based Materials Giovanna Barbarella, Giovanna BarbarellaSearch for more papers by this authorLaura Favaretto, Laura Favaretto I.Co.C.E.A., Area Ricerca CNR, Via Gobetti 101, I-40129 Bologna (Italy)Search for more papers by this authorMassimo Zambianchi, Massimo Zambianchi I.Co.C.E.A., Area Ricerca CNR, Via Gobetti 101, I-40129 Bologna (Italy)Search for more papers by this authorOlga Pudova, Olga Pudova Latvian Institute of Organic Synthesis, Aizkraukles str. 21, Riga, LV-1006 (Latvia)Search for more papers by this authorCatia Arbizzani, Catia Arbizzani Dipartimento di Chimica G. Ciamician, Università, Via Selmi 2, I-40126 Bologna (Italy)Search for more papers by this authorAlessandro Bongini, Alessandro Bongini Dipartimento di Chimica G. Ciamician, Università, Via Selmi 2, I-40126 Bologna (Italy)Search for more papers by this authorMarina Mastragostino, Marina Mastragostino Dipartimento di Chimica Fisica, Università, Via Archirafi 26, I-90123 Palermo (Italy)Search for more papers by this author Giovanna Barbarella, Giovanna BarbarellaSearch for more papers by this authorLaura Favaretto, Laura Favaretto I.Co.C.E.A., Area Ricerca CNR, Via Gobetti 101, I-40129 Bologna (Italy)Search for more papers by this authorMassimo Zambianchi, Massimo Zambianchi I.Co.C.E.A., Area Ricerca CNR, Via Gobetti 101, I-40129 Bologna (Italy)Search for more papers by this authorOlga Pudova, Olga Pudova Latvian Institute of Organic Synthesis, Aizkraukles str. 21, Riga, LV-1006 (Latvia)Search for more papers by this authorCatia Arbizzani, Catia Arbizzani Dipartimento di Chimica G. Ciamician, Università, Via Selmi 2, I-40126 Bologna (Italy)Search for more papers by this authorAlessandro Bongini, Alessandro Bongini Dipartimento di Chimica G. Ciamician, Università, Via Selmi 2, I-40126 Bologna (Italy)Search for more papers by this authorMarina Mastragostino, Marina Mastragostino Dipartimento di Chimica Fisica, Università, Via Archirafi 26, I-90123 Palermo (Italy)Search for more papers by this author First published: 26 January 1999 https://doi.org/10.1002/(SICI)1521-4095(199805)10:7<551::AID-ADMA551>3.0.CO;2-YCitations: 124AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat Abstract Thiophene-based materials for n-type semiconductor devices? A new strategy towards this goal that consists of chemically transforming the thienyl sulfurs into the corresponding S,S-dioxides (see Figure) is described. This is shown—for quarter- and quinquethiophenes—to lead to very stable oligomers with increased electron delocalization and electron affinity. References 1(a) R. Hajlaoui, G. Horowitz, F. Garnier, A. Arce-Brouchet, L. Laigre A. El Kassmi, F. Demanze, F. Kouki, Adv. Mater. 1997, 9, 389. 10.1002/adma.19970090504 CASWeb of Science®Google Scholar(b) F. Garnier, R. Hajlaoui, A. Yassar, P. Srivastava, Science 1994, 265, 1684. 10.1126/science.265.5179.1684 CASPubMedWeb of Science®Google Scholar 2 A. Dodabalapur, L. Torsi, H. E. Katz, Science 1995, 268, 270. 10.1126/science.268.5208.270 CASPubMedWeb of Science®Google Scholar 3 T. M. Swager, M. J. Marsella, Adv. Mater. 1994, 6, 595. 10.1002/adma.19940060717 CASWeb of Science®Google Scholar 4 D. Fichou, J. M. Nunzi, F. Charra, N. Pfeffer, Adv. Mater. 1994, 6, 64. 10.1002/adma.19940060114 CASWeb of Science®Google Scholar 5 C. Arbizzani, A. Bongini, M. Mastragostino, A. Zanelli, G. Barbarella, M. Zambianchi, Adv. Mater. 1995, 7, 571. 10.1002/adma.19950070614 CASWeb of Science®Google Scholar 6 F. Geiger, M. Stoldt, H. Schweitzer, P. Bäuerle, E. Umbach. Adv. Mater. 1993, 5, 922. 10.1002/adma.19930051210 CASWeb of Science®Google Scholar 7(a) G. M. Tsivgoulis, J. M. Lehn, Angew. Chem. Int. Ed. Engl. 1995, 34, 1119. 10.1002/anie.199511191 CASWeb of Science®Google Scholar(b) G. M. Tsivgoulis, J. M. Lehn, Adv. Mater. 1997, 9, 39. 10.1002/adma.19970090806 CASGoogle Scholar 8 J. G. Laquindanum, H. E. Katz, A. Dodabalapur, A. J. Lovinger, J. Am. Chem. Soc. 1996, 118, 11 331. 10.1021/ja962461j CASWeb of Science®Google Scholar 9 D. M. de Leeuw, M. M. J. Simenon, A. R. Brown, R. E. F. Einerhand, Synth. Met. 1997, 87, 53. 10.1016/S0379-6779(97)80097-5 CASWeb of Science®Google Scholar 10 N. C. Greenham, S. C. Moratti, D. D. C. Bradley, R. H. Friend, A. B. Holmes, Nature 1993, 365, 628. 10.1038/365628a0 CASWeb of Science®Google Scholar 11 H. A. Ho, H. Brisset, E. H. Elandaloussi, P. Frère, J. Roncali, Adv. Mater. 1996, 8, 990. 10.1002/adma.19960081210 CASWeb of Science®Google Scholar 12 J. Nakayama, H. Nagasawa, Y. Sugihara, A. Ishii, J. Am. Chem. Soc. 1997, 119, 9077. 10.1021/ja971934z CASWeb of Science®Google Scholar 13 S. Gronowitz, A. B. Hörnfeldt, E. Lukevics, O. Pudova, Synthesis 1994, 40. Google Scholar 14 N. Furukawa, H. Hoshiai, T. Shibutani, M. Higaki, F. Iwasaki, H. Fujihara, Heterocycles 1992, 34, 1085. 10.3987/COM-92-6015 CASWeb of Science®Google Scholar 15 Y. Miyahara, T. Inazu, Tetrahedron Lett. 1990, 31, 5955. 10.1016/S0040-4039(00)98003-1 CASWeb of Science®Google Scholar 16 G. Barbarella, O. Pudova, C. Arbizzani, M. Mastragostino, A. Bongini, J. Org. Chem., in press. Google Scholar 17 G. Barbarella, M. Zambianchi, G. Sotgiu, A. Bongini, Tetrahedron 1997, 53, 9401. 10.1016/S0040-4020(97)00592-9 CASWeb of Science®Google Scholar 18 D. Fichou, G. Horowitz, B. Xu, F. Garnier, Synth. Met. 1990, 39, 243. 10.1016/0379-6779(90)90189-R CASWeb of Science®Google Scholar 19 P. von Rague Schleyer, P. K. Freeman, H. Jiao, B. Goldfuss, Angew. Chem. Int. Ed. Engl. 1995, 34, 337. 10.1002/anie.199503371 Google Scholar 20 C. Arbizzani, G. Barbarella, A. Bongini, L. Favaretto, M. Mastragostino, P. Ostoja, O. Pudova, M. Zambianchi, Opt. Mater., in press. Google Scholar Citing Literature Volume10, Issue7May, 1998Pages 551-554 ReferencesRelatedInformation
Publication Year: 1998
Publication Date: 1998-05-01
Language: en
Type: article
Indexed In: ['crossref']
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Cited By Count: 143
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