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Synfacts 2006(6): 0570-0570  
DOI: 10.1055/s-2006-934517
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Suzuki-Miyaura Cross-Coupling Providingcis-Poly(arylenevinylene)s

Contributor(s): Timothy M. Swager, Anne J. McNeil
H. Katayama*, M. Nagao, T. Nishimura, Y. Matsui, Y. Fukuse, M. Wakioka, F. Ozawa*
Kyoto University, Japan
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Publication History

Publication Date:
19 May 2006 (online)

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Significance

In this report, the authors have extended the scope of their previously published route (J. Am. Chem. Soc. 2005, 127, 4350-4353) to generate all-cis-poly(arylenevinylene)s (PAVs) through Suzuki-Miyaura cross-coupling polycondensations. Model compounds were used to identify the reaction conditions yielding the highest cis selectivity. Screening in the polymerization reactions indicated that the phase-transfer agent, Bu4NBr, is required to achieve high molecular weight polymers.