Synthesis of 4,4′-dimethoxy-3,3′-bithiophene

Synthesis of 4,4′-dimethoxy-3,3′-bithiophene Res Chem Intermed (2015) 41:6385–6391 DOI 10.1007/s11164-014-1747-x 0 0 • • • Hujin Zuo Rui Huang Qisong Zhang • • Meijiang Li Chengyun Wang Yongjia Shen Received: 18 March 2014 / Accepted: 12 June 2014 / Published online: 15 July 2014 Springer Science+Business Media Dordrecht 2014 Abstract Reaction between 3,3 -dibromothiophene and sodium methylate/methanol in the presence of KI/CuO afforded 3-bromo-4-methoxythiophene as a major product. It 0 0 was transformed into 4,4 -dimethoxy-3,3 -bithiophene by using Pd(OAc) as a catalyst and agarose as a ligand. The conditions of the reaction were mild with an acceptable yield of 20 %. The product was characterized by MS, H NMR, and its spectra of UV– Vis and cyclic voltammetry were given. Keywords Heterocycles  Steric  Agarose  UV/Vis spectroscopy  Cyclic voltammetry Introduction Thiophene, as well as its derivatives, is one of the attractive compounds that contain S element in the nature. They have widely been used in medicine, pesticides, and the basic skeleton of functional materials [1–4]. Recently, they have developed drastically in the field of optoelectronic materials due to their easy preparation, good thermal stability, and outstanding optoelectronic properties [5, 6]. Among various derivatives of the thiophene family, bithiophene http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Synthesis of 4,4′-dimethoxy-3,3′-bithiophene

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Publisher
Springer Netherlands
Copyright
Copyright © 2014 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-014-1747-x
Publisher site
See Article on Publisher Site

Abstract

Res Chem Intermed (2015) 41:6385–6391 DOI 10.1007/s11164-014-1747-x 0 0 • • • Hujin Zuo Rui Huang Qisong Zhang • • Meijiang Li Chengyun Wang Yongjia Shen Received: 18 March 2014 / Accepted: 12 June 2014 / Published online: 15 July 2014 Springer Science+Business Media Dordrecht 2014 Abstract Reaction between 3,3 -dibromothiophene and sodium methylate/methanol in the presence of KI/CuO afforded 3-bromo-4-methoxythiophene as a major product. It 0 0 was transformed into 4,4 -dimethoxy-3,3 -bithiophene by using Pd(OAc) as a catalyst and agarose as a ligand. The conditions of the reaction were mild with an acceptable yield of 20 %. The product was characterized by MS, H NMR, and its spectra of UV– Vis and cyclic voltammetry were given. Keywords Heterocycles  Steric  Agarose  UV/Vis spectroscopy  Cyclic voltammetry Introduction Thiophene, as well as its derivatives, is one of the attractive compounds that contain S element in the nature. They have widely been used in medicine, pesticides, and the basic skeleton of functional materials [1–4]. Recently, they have developed drastically in the field of optoelectronic materials due to their easy preparation, good thermal stability, and outstanding optoelectronic properties [5, 6]. Among various derivatives of the thiophene family, bithiophene

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Jul 15, 2014

References

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