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Fluorescence-enhanced BINOL-hybridized ladder-type siloxanes and their sensing of Fe3
Keqian Zou1, Rongrong He1, Lizhong Zeng1
1College of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Zhejiang Key Laboratory of Organosilicon Material Technology, Hangzhou Normal University Hangzhou 311121 China liwenxu@hznu.edu.cn zzjiang78@hznu.edu.cn.
Abstract:
In this study, we synthesized two novel vinyl-substituted, BINOL-hybridized tricyclic-ladder-type siloxanes (referred to as Vi-TLS-BINOLs) via a B(C6F5)3-catalyzed Piers-Rubinsztajn reaction. Fluorescence studies of the Vi-TLS-BINOLs revealed enhanced fluorescence emission attributed to the restricted intramolecular motion by the ladder-type structure. In comparison to the precursor BINOL, Vi-TLS-BINOLs L1 and L2 exhibit a 5.2-fold and 4.8-fold increase in fluorescence quantum yield in THF, respectively. Furthermore, it was observed that both Vi-TLS-BINOLs could selectively recognize Fe3+ through fluorescence quenching. ESI-HRMS analysis confirmed the formation of [L1 + 2Fe] and [L1 + 3Fe] complexes with Fe3+. The detection limits for Fe3+ were determined to be 10.6 µM and 16.3 µM, respectively.
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