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Stereoselective Synthesis of cis- and trans-Oligo(phenylenevinylene)s via Palladium-Catalyzed Cross-Coupling Reactions

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journal contribution
posted on 31.03.2006, 00:00 by Hiroyuki Katayama, Masato Nagao, Fumiyuki Ozawa, Masashi Ikegami, Tatsuo Arai
cis-Oligo(phenylenevinylene)s (OPVs) are synthesized by Suzuki−Miyaura coupling of arylboronic acids with (Z)-bromoalkenes in over 96% geometrical purity. On the other hand, trans-oligo(phenylenevinylene)s can be synthesized by Hiyama coupling of aryl iodide with (E)-alkenylsilanes in almost perfect purities. Effect of π-conjugation chain length on photoisomerization behavior of OPVs is described.

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