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Synlett 2010(3): 453-456  
DOI: 10.1055/s-0029-1219197
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Click Chemistry Approach to Fluorescence-Based Polybinaphthyls Incorporating a Triazole Moiety for Hg²+ Recognition

Lifei Zheng, Xiaobo Huang, Yuguang Shen, Yixiang Cheng*
School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. of China
Fax: +86(25)83317761; e-Mail: yxcheng@nju.edu.cn;
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Publication History

Received 27 October 2009
Publication Date:
14 January 2010 (online)

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Abstract

Optically active polybinaphthyls incorporating triazole moieties were obtained by polymerization of (R)-6,6′-dibutyl-3,3′-diethynyl-2,2′-bisoctoxy-1,1′-binaphthyl and 1,4-diazidobenzene through click reactions. This is the first example of click-generated polybinaphthyls. The responsive optical properties of the polymer upon addition of various metal ions were investigated by fluorescence and UV/Vis spectral studies. The results indicate that the triazole moiety is a receptor that shows excellent fluorescence response for Hg²+ recognition without interference from other metal ions.

Key words

alkyne-azide cycloaddition - triazole receptors - optically active polybinaphthyls - mercury ion recognition

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