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Title of article :
Polybinaphthyls incorporating chiral 2,2′-binaphthyl and isoquinoline moieties by Sonogashira reaction
Author/Authors :
Cheng، نويسنده , , Yixiang and Song، نويسنده , , Jinfeng and Zou، نويسنده , , Xiaowei and Zhang، نويسنده , , Shuwei and Liu، نويسنده , , Yan and Huang، نويسنده , , Hui، نويسنده ,
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دوهفته نامه با شماره پیاپی سال 2006
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Abstract :
Polymers P-1, P-2, P-3, P-4 and P-5 were synthesized by the polymerization of 5,8-bis(ethynyl)isoquinoline (M-1) with (R)-3,3′-diiodo-2,2′-bisbutoxy-1,1′-binaphthyl ((R)-M-2), (S)-3,3′-diiodo-2,2′-bisbutoxy-1,1′-binaphthyl ((S)-M-2), (R)-6,6′-dibromo-2,2′-bisbutoxy-1,1′-binaphthyl ((R)-M-3), (S)-6,6′-dibromo-2,2′-bisbutoxy-1,1′-binaphthyl ((S)-M-3), and rac-6,6′-dibromo-2,2′-bisbutoxy-1,1′-binaphthyl (M-4) under Sonogashira reaction, respectively. Both monomers and polymers were analyzed by NMR, MS, FT-IR, UV–vis spectroscopy, DSC–TGA, fluorescence spectroscopy, GPC and circular dichroism (CD) spectroscopy. CD spectra of polymers P-1 and P-2, P-3 and P-4 are almost identical except that they gave opposite signals at each wavelength. The long wavelength CD effect of P-1 and P-2 can be regarded as the more extended conjugated structure in the repeating unit and the helical backbone in the polymer chain. All five polymers have strong blue-green fluorescence due to the efficient energy migration from the extended π-electronic structure of the repeating unit of the polymers to the chiral binaphthyl core and are expected to provide understanding of structure–property relationships of the chiral conjugated polymers.
Keywords :
(R)- and (S)-BINOL , Chiral conjugated polymer , Isoquinoline
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