Multi-stimuli-responsive fluorescence of axially chiral 4-ene-β-Diketones

作者: Dehua Wu , Xinyi Fang , Jintong Song , Lang Qu , Xiangge Zhou

DOI: 10.1016/J.DYEPIG.2020.108851

关键词: Combinatorial chemistryQuantum yieldTautomerHydrolysisFluorescenceEne reactionAmino acidSteric effectsChemistryMolecule

摘要: Abstract A unique series of simple, smart, and chiral binaphthalene-substituted 4-ene-β-diketones molecules has been designed prepared. Their optical properties, charge contribution, transition process highly depend on their chemical structures. These π-conjugated materials are emissive in both solution solid (emission quantum yield up to 68%), owing the inhibition enol-keto tautomerization effect steric hindrance from binaphthalene. Through ethylenic bond hydrolysis, they can be used for not only cation/anion sensing but also amino acids recognition. Moreover, at low concentrations, have little cytotoxicity living cells stain cytoplasm. Therefore, afford a new platform design multi-stimuli-responsive, materials.

参考文章(79)
Tanya N. Singh-Rachford, Felix N. Castellano, Photon upconversion based on sensitized triplet-triplet annihilation Coordination Chemistry Reviews. ,vol. 254, pp. 2560- 2573 ,(2010) , 10.1016/J.CCR.2010.01.003
Xingliang Liu, Defang Xu, Ran Lu, Bin Li, Chong Qian, Pengchong Xue, Xiaofei Zhang, Huipeng Zhou, Luminescent organic 1D nanomaterials based on bis(β-diketone)carbazole derivatives. Chemistry: A European Journal. ,vol. 17, pp. 1660- 1669 ,(2011) , 10.1002/CHEM.201001858
Jian Li, Peter I. Djurovich, Bert D. Alleyne, Muhammed Yousufuddin, Nam N. Ho, J. Christopher Thomas, Jonas C. Peters, Robert Bau, Mark E. Thompson, Synthetic control of excited-state properties in cyclometalated Ir(III) complexes using ancillary ligands. Inorganic Chemistry. ,vol. 44, pp. 1713- 1727 ,(2005) , 10.1021/IC048599H
Yuning Hong, Jacky W. Y. Lam, Ben Zhong Tang, Aggregation-induced emission Chemical Society Reviews. ,vol. 40, pp. 5361- 5388 ,(2011) , 10.1039/C1CS15113D
Rubén D. Costa, Enrique Ortí, Henk J. Bolink, Recent advances in light-emitting electrochemical cells Pure and Applied Chemistry. ,vol. 83, pp. 2115- 2128 ,(2011) , 10.1351/PAC-CON-11-07-20
Eunsun Kim, Abdellah Felouat, Elena Zaborova, Jean-Charles Ribierre, Jeong Weon Wu, Sébastien Senatore, Cédric Matthews, Pierre-François Lenne, Carole Baffert, Artak Karapetyan, Michel Giorgi, Denis Jacquemin, Miguel Ponce-Vargas, Boris Le Guennic, Frédéric Fages, Anthony D'Aléo, Borondifluoride complexes of hemicurcuminoids as bio-inspired push–pull dyes for bioimaging Organic and Biomolecular Chemistry. ,vol. 14, pp. 1311- 1324 ,(2016) , 10.1039/C5OB02295A
Tristan Butler, William A. Morris, Jelena Samonina-Kosicka, Cassandra L. Fraser, Mechanochromic Luminescence and Aggregation Induced Emission of Dinaphthoylmethane β-Diketones and Their Boronated Counterparts ACS Applied Materials & Interfaces. ,vol. 8, pp. 1242- 1251 ,(2016) , 10.1021/ACSAMI.5B09688
Jinghui Cheng, Xiaofeng Ma, Yuhui Zhang, Jiaoyan Liu, Xiangge Zhou, Haifeng Xiang, Optical Chemosensors Based on Transmetalation of Salen-Based Schiff Base Complexes Inorganic Chemistry. ,vol. 53, pp. 3210- 3219 ,(2014) , 10.1021/IC5000815
Xin Zhang, Jun Yin, Juyoung Yoon, Recent advances in development of chiral fluorescent and colorimetric sensors. Chemical Reviews. ,vol. 114, pp. 4918- 4959 ,(2014) , 10.1021/CR400568B
Jinghui Cheng, Kaiyi Wei, Xiaofeng Ma, Xiangge Zhou, Haifeng Xiang, Synthesis and Photophysical Properties of Colorful Salen-Type Schiff Bases Journal of Physical Chemistry C. ,vol. 117, pp. 16552- 16563 ,(2013) , 10.1021/JP403750Q