Synthesis of optically active conjugated polymers containing platinum in the main chain: Control of the higher‐order structures by substituents and solvents |
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Authors: | Yu Miyagi Takehiro Hirao Takeharu Haino Fumio Sanda |
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Institution: | 1. Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, Osaka, Japan;2. Department of Chemistry, Graduate School of Science, Hiroshima University, Hiroshima, Japan |
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Abstract: | The Sonogashira–Hagihara coupling polymerization of d ‐hydroxyphenylglycine‐derived diiodo monomers 1–4 and platinum‐containing diethynyl monomer 5 gave the corresponding polymers poly( 1–5 )–( 2–5 )] with number‐average molecular weights of 19,000–25,000 quantitatively. The polymers were soluble in CHCl3, CH2Cl2, THF, and DMF. CD and UV–vis spectroscopic analysis revealed that amide‐substituted polymers poly( 1–5 ) and poly( 2–5 )] formed chiral higher‐order structures in solution, while ester‐substituted polymers poly( 3–5 ) and poly( 4–5 )] did not. Poly( 1–5 ) formed one‐handed helices in THF/toluene mixtures, while it formed chiral aggregates in THF/MeOH mixtures. Poly( 1–5 ) emitted fluorescence with quantum yields ranging from 0.8 to 1.3%. The polymers usually aggregated in the solid state. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015 , 53, 2452–2461 |
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Keywords: | chiral conjugated polymers metal– polymer complexes solid‐state structure solution properties |
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