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Synthesis and characterization of 2′,7′-diarylspiro[cyclopentane-1,9′-fluorene] derivatives

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Abstract

A series of 2′,7′-diarylspiro[cyclopentane-1,9′-fluorene] symmetrical derivatives containing different terminal aromatic units have been synthesized by employing palladium-catalyzed C–C cross-coupling reactions and characterized with respect to the optical and thermal properties. Their absorption and fluorescence properties were investigated. These compounds possess good fluorescence-emitting ability with φ FL values in the region of 0.67–0.92 in solution and display strong blue emission. The derivatives also showed good thermal stabilities with decomposition temperatures (T d) in the range of 265–386 °C. Structure–optical behavior characteristics and further details of the electronic properties from cyclic voltammetry measurements and theoretical calculations were discussed.

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Acknowledgments

The authors are grateful for supports from the National Natural Science Foundation of China (Project No. 21272154, 81202402). The authors also thank Drs. H. Deng and M. Shao, The Instrumental Analysis and Research Center of Shanghai University for structural analysis.

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Authors and Affiliations

  1. Department of Chemistry, College of Sciences, Shanghai University, Shanghai, 200444, People’s Republic of China

    Ze-Bin Gu, Hai-Xia Lin, Yong-Mei Cui, Min-Jie Li & Zeng-Shuai Hao

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  1. Ze-Bin Gu
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  2. Hai-Xia Lin
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  3. Yong-Mei Cui
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  4. Min-Jie Li
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  5. Zeng-Shuai Hao
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Correspondence to Hai-Xia Lin or Yong-Mei Cui.

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Gu, ZB., Lin, HX., Cui, YM. et al. Synthesis and characterization of 2′,7′-diarylspiro[cyclopentane-1,9′-fluorene] derivatives. Monatsh Chem 146, 1519–1527 (2015). https://doi.org/10.1007/s00706-015-1432-9

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  • DOI: https://doi.org/10.1007/s00706-015-1432-9

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