Synthesis and properties of poly(phenyleneethynylene)s bearing perylene moieties at the side chains

Akinobu Hashimoto; Yu Miyagi; Hiromitsu Sogawa; Shunsuke Yamamoto; Fumio Sanda

doi:10.1246/cl.140601

Synthesis and properties of poly(phenyleneethynylene)s bearing perylene moieties at the side chains

Akinobu Hashimoto, Yu Miyagi, Hiromitsu Sogawa, Shunsuke Yamamoto, Fumio Sanda

ENG - Applied Chemistry

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

The Sonogashira-Hagihara coupling polymerization of D-hydroxyphenylglycine-based diiodo monomers 1 and 2 with p-diethynylbenzene gave novel optically active poly(phenyleneethynylene)s 3 and 4 bearing perylene moieties with number-average molecular weights (M_n's) of 4800 and 3700 in 39% and 57% yields. The CD and UV-vis spectroscopic analysis revealed that polymer 3 formed folded helical structures in various solvents, while polymer 4 did not. UV-vis and fluorescence spectroscopic analysis indicated the presence of energy transfer from the phenyleneethynylene main chain to perylene side chains.

Original language	English
Article number	140601
Pages (from-to)	1622-1624
Number of pages	3
Journal	Chemistry Letters
Volume	43
Issue number	10
DOIs	https://doi.org/10.1246/cl.140601
Publication status	Published - 2014

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abstract = "The Sonogashira-Hagihara coupling polymerization of D-hydroxyphenylglycine-based diiodo monomers 1 and 2 with p-diethynylbenzene gave novel optically active poly(phenyleneethynylene)s 3 and 4 bearing perylene moieties with number-average molecular weights (Mn's) of 4800 and 3700 in 39% and 57% yields. The CD and UV-vis spectroscopic analysis revealed that polymer 3 formed folded helical structures in various solvents, while polymer 4 did not. UV-vis and fluorescence spectroscopic analysis indicated the presence of energy transfer from the phenyleneethynylene main chain to perylene side chains.",

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AU - Hashimoto, Akinobu

AU - Miyagi, Yu

AU - Sogawa, Hiromitsu

AU - Yamamoto, Shunsuke

AU - Sanda, Fumio

PY - 2014

Y1 - 2014

N2 - The Sonogashira-Hagihara coupling polymerization of D-hydroxyphenylglycine-based diiodo monomers 1 and 2 with p-diethynylbenzene gave novel optically active poly(phenyleneethynylene)s 3 and 4 bearing perylene moieties with number-average molecular weights (Mn's) of 4800 and 3700 in 39% and 57% yields. The CD and UV-vis spectroscopic analysis revealed that polymer 3 formed folded helical structures in various solvents, while polymer 4 did not. UV-vis and fluorescence spectroscopic analysis indicated the presence of energy transfer from the phenyleneethynylene main chain to perylene side chains.

AB - The Sonogashira-Hagihara coupling polymerization of D-hydroxyphenylglycine-based diiodo monomers 1 and 2 with p-diethynylbenzene gave novel optically active poly(phenyleneethynylene)s 3 and 4 bearing perylene moieties with number-average molecular weights (Mn's) of 4800 and 3700 in 39% and 57% yields. The CD and UV-vis spectroscopic analysis revealed that polymer 3 formed folded helical structures in various solvents, while polymer 4 did not. UV-vis and fluorescence spectroscopic analysis indicated the presence of energy transfer from the phenyleneethynylene main chain to perylene side chains.

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ER -

Synthesis and properties of poly(phenyleneethynylene)s bearing perylene moieties at the side chains

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