A Stable Luminescent MOF Constructed by Bis-(4-pyridyl)thiazolo[5, 4-d]thiazole Containing Multi-electron Donor-acceptor Core
- Corresponding author: Qi-Pu LIN, linqipu@fjirsm.ac.cn
Citation:
Zeng-Hui LI, Liang HE, Yu-Jun GUO, Ming-Bu LUO, Qi-Pu LIN. A Stable Luminescent MOF Constructed by Bis-(4-pyridyl)thiazolo[5, 4-d]thiazole Containing Multi-electron Donor-acceptor Core[J]. Chinese Journal of Structural Chemistry,
;2021, 40(5): 610-614.
doi:
10.14102/j.cnki.0254–5861.2011–2992
Lustig, W. P.; Mukherjee, S.; Rudd, N. D.; Desai, A. V.; Li, J.; Ghosh, S. K. Metal-organic frameworks: functional luminescent and photonic materials for sensing applications. Chem. Soc. Rev. 2017, 46, 3242–3285.
doi: 10.1039/C6CS00930A
Hu, Z.; Deibert, B. J.; Li, J. Luminescent metal-organic frameworks for chemical sensing and explosive detection. Chem. Soc. Rev. 2014, 43, 5815–5840; Lan, A.; Li, K.; Wu, H.; Olson, D. H.; Emge, T. J.; Ki, W.; Hong, M.; Li, J. A luminescent microporous metal-organic framework for the fast and reversible detection of high explosives. Angew. Chem. Int. Edit. 2009, 48, 2334–2338; Che, W.; Li, G.; Liu, X.; Shao, K.; Zhu, D.; Su, Z.; Bryce, M. R. Selective sensing of 2, 4, 6-trinitrophenol (TNP) in aqueous media with "aggregation-induced emission enhancement" (AIEE)-active iridium(III) complexes. Chem. Commun. 2018, 54, 1730–1733; Huang, R. W.; Wei, Y. S.; Dong, X. Y.; Wu, X. H.; Du, C. X.; Zang, S. Q.; Mak, T. C. W. Hypersensitive dual-function luminescence switching of a silver-chalcogenolate cluster-based metal-organic framework. Nat. Chem. 2017, 9, 689–697.
Jiang, H. L.; Feng, D.; Wang, K.; Gu, Z. Y.; Wei, Z.; Chen, Y. P.; Zhou, H. C. An exceptionally stable, porphyrinic Zr metal-organic framework exhibiting pH-dependent fluorescence. J. Am. Chem. Soc. 2013, 135, 13934–13938; Li, P.; Yin, X. M.; Gao, L. L.; Yang, S. L.; Sui, Q.; Gong, T.; Gao, E. Q. Modulating excitation energy of luminescent metal-organic frameworks for detection of Cr(VI) in water. ACS. Appl. Nano. Mater. 2019, 2, 4646–4654.
Roy, I.; Bobbala, S.; Zhou, J.; Nguyen, M. T.; Nalluri, S. K. M.; Wu, Y.; Ferris, D. P.; Scott, E. A.; Wasielewski, M. R.; Stoddart, J. F. ExTzBox: a glowing cyclophane for live-cell imaging. J. Am. Chem. Soc. 2018, 140, 7206–7212.
doi: 10.1021/jacs.8b03066
Woodward, A. N.; Kolesar, J. M.; Hall, S. R.; Saleh, N. A.; Jones, D. S.; Walter, M. G. Thiazolothiazole fluorophores exhibiting strong fluorescence and viologen-like reversible electrochromism. J. Am. Chem. Soc. 2017, 139, 8467–8473.
doi: 10.1021/jacs.7b01005
Rizzuto, F. J.; Faust, T. B.; Chan, B.; Hua, C.; D'Alessandro, D. M.; Kepert, C. J. Experimental and computational studies of a multi-electron donor-acceptor ligand containing the thiazolo[5, 4-d]thiazole core and its incorporation into a metal-organic framework. Chem-Eur. J. 2014, 20, 17597–17605.
doi: 10.1002/chem.201405089
Wang, K.; Huang, S.; Zhang, Y.; Zhao, S.; Zhang, H.; Wang, Y. Multicolor fluorescence and electroluminescence of an ICT-type organic solid tuned by modulating the accepting nature of the central core. Chem. Sci. 2013, 4, 3288–3293.
doi: 10.1039/c3sc51091c
Luo, J.; Hu, B.; Debruler, C.; Liu, T. L. A π-conjugation extended viologen as a two-electron storage anolyte for total organic aqueous redox flow batteries. Angew. Chem. Int. Edit. 2018, 57, 231–235.
doi: 10.1002/anie.201710517
Zhai, Z. W.; Yang, S. H.; Cao, M.; Li, L. K.; Du, C. X.; Zang, S. Q. Rational design of three two-fold interpenetrated metal-organic frameworks: luminescent Zn/Cd-metal-organic frameworks for detection of 2, 4, 6-trinitrophenol and nitrofurazone in the aqueous phase. Cryst. Grow. Th. Des. 2018, 18, 7173–7182.
doi: 10.1021/acs.cgd.8b01335
Zhai, Z. W.; Yang, S. H.; Luo, P.; Li, L. K.; Du, C. X.; Zang, S. Q. Dicarboxylate-induced structural diversity of luminescent Zn(II)/Cd(II) metal-organic frameworks based on the 2, 5-bis(4-pyridyl)thiazolo[5, 4-d]thiazole ligand. Eur. J. Inorg. Chem. 2019, 2019, 2725–2734.
Sheldrick, G. M. A short history of SHELX. Acta Cryst. 2008, A64, 112–122;
Sheldrick, G. M. Crystal structure refinement with SHELXL. Acta Cryst. 2015, C71, 3–8.
Hagrman, D.; Haushalter, R. C.; Zubieta, J. Three-dimensional organic/inorganic hybrid materials constructed from one-dimensional copper diamine coordination polymers linked by bridging oxoanion tetrahedra: [Cu(dpe)(MoO4)] and [Cu(dpe)(SO4)(H2O)] (dpe = 1, 2-trans-(4-pyridyl)ethene). Chem. Mater. 1998, 10, 361–365.
doi: 10.1021/cm9705350
Paul, A. K.; Madras, G.; Natarajan, S. Synthesis, structure, transformation studies and catalytic properties of open-framework cadmium thiosulfate compounds. Dalton Trans. 2010, 39, 2263–2279; Carlucci, L.; Ciani, G.; Proserpio, D. M.; Rizzato, S. New architectures from the self-assembly of MIISO4 salts with bis(4-pyridyl) ligands. The first case of polycatenation involving three distinct sets of 2D polymeric (4, 4)-layers parallel to a common axis. CrystEngComm. 2003, 5, 190–199; Xu, Y.; Bi, W. H.; Li, X.; Sun, D. F.; Cao, R.; Hong, M. C. A three-dimensional coordination framework containing μ4-sulfate anions [Cd(μ4-SO4)(bpy)]n (bpy = 4, 4΄-bipyridine). Inorg. Chem. Commun. 2003, 6, 495–497.
Ding, B.; Hua, C.; Kepert, C. J.; D'Alessandro, D. M. Influence of structure-activity relationships on through-space intervalence charge transfer in metal-organic frameworks with cofacial redox-active units. Chem. Sci. 2019, 10, 1392–1400.
doi: 10.1039/C8SC01128A
Peng, Q.; Peng, J. B.; Kang, E. T.; Neoh, K. G.; Cao, Y. Synthesis and electroluminescent properties of copolymers based on fluorene and 2, 5-di(2-hexyloxyphenyl)thiazolothiazole. Macromolecules 2005, 38, 7292–7298; Knighton, R. C.; Hallett, A. J.; Kariuki, B. M.; Pope, S. J. A. A one-step synthesis towards new ligands based on aryl-functionalised thiazolo[5, 4-d]thiazole chromophores. Tetrahedron. Lett. 2010, 51, 5419–5422; Zhang, Z.; Chen, Y. A.; Hung, W. Y.; Tang, W. F.; Hsu, Y. H.; Chen, C. L.; Meng, F. Y.; Chou, P. T. Control of the reversibility of excited-state intramolecular proton transfer (ESIPT) reaction: host-polarity tuning white organic light emitting diode on a new thiazolo[5, 4-d]thiazole ESIPT system. Chem. Mater. 2016, 28, 8815–8824.
Ting WANG , Peipei ZHANG , Shuqin LIU , Ruihong WANG , Jianjun ZHANG . A Bi-CP-based solid-state thin-film sensor: Preparation and luminescence sensing for bioamine vapors. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1615-1621. doi: 10.11862/CJIC.20240134
Jingqi Ma , Huangjie Lu , Junpu Yang , Liangwei Yang , Jian-Qiang Wang , Xianlong Du , Jian Lin . Rational design and synthesis of a uranyl-organic hybrid for X-ray scintillation. Chinese Journal of Structural Chemistry, 2024, 43(5): 100275-100275. doi: 10.1016/j.cjsc.2024.100275
Xin Dong , Jing Liang , Zhijin Xu , Huajie Wu , Lei Wang , Shihai You , Junhua Luo , Lina Li . Exploring centimeter-sized crystals of bismuth-iodide perovskite toward highly sensitive X-ray detection. Chinese Chemical Letters, 2024, 35(6): 108708-. doi: 10.1016/j.cclet.2023.108708
Xiuwen Xu , Quan Zhou , Yacong Wang , Yunjie He , Qiang Wang , Yuan Wang , Bing Chen . Expanding the toolbox of metal-free organic halide perovskite for X-ray detection. Chinese Chemical Letters, 2024, 35(9): 109272-. doi: 10.1016/j.cclet.2023.109272
Husitu Lin , Shuangkun Zhang , Dianfa Zhao , Yongkang Wang , Wei Liu , Fan Yang , Jianjun Liu , Dongpeng Yan , Zhanpeng Wu . Flexible polyphosphazene nanocomposite films: Enhancing stability and luminescence of CsPbBr3 perovskite nanocrystals. Chinese Chemical Letters, 2025, 36(4): 109795-. doi: 10.1016/j.cclet.2024.109795
Hong-Jin Liao , Zhu Zhuo , Qing Li , Yoshihito Shiota , Jonathan P. Hill , Katsuhiko Ariga , Zi-Xiu Lu , Lu-Yao Liu , Zi-Ang Nan , Wei Wang , You-Gui Huang . A new class of crystalline X-ray induced photochromic materials assembled from anion-directed folding of a flexible cation. Chinese Chemical Letters, 2024, 35(8): 109052-. doi: 10.1016/j.cclet.2023.109052
Xuying Yu , Jiarong Mi , Yulan Han , Cai Sun , Mingsheng Wang , Guocong Guo . A stable radiochromic semiconductive viologen-based metal–organic framework for dual-mode direct X-ray detection. Chinese Chemical Letters, 2024, 35(9): 109233-. doi: 10.1016/j.cclet.2023.109233
Xin Dong , Tianqi Chen , Jing Liang , Lei Wang , Huajie Wu , Zhijin Xu , Junhua Luo , Li-Na Li . Structure design of lead-free chiral-polar perovskites for sensitive self-powered X-ray detection. Chinese Journal of Structural Chemistry, 2024, 43(6): 100256-100256. doi: 10.1016/j.cjsc.2024.100256
Yan-Jiang Li , Shu-Lei Chou , Yao Xiao . Detecting dynamic structural evolution based on in-situ high-energy X-ray diffraction technology for sodium layered oxide cathodes. Chinese Chemical Letters, 2025, 36(2): 110389-. doi: 10.1016/j.cclet.2024.110389
Yu Pang , Min Wang , Ning-Hua Yang , Min Xue , Yong Yang . One-pot synthesis of a giant twisted double-layer chiral macrocycle via [4 + 8] imine condensation and its X-ray structure. Chinese Chemical Letters, 2024, 35(10): 109575-. doi: 10.1016/j.cclet.2024.109575
Shihong Wu , Ronghui Zhou , Hang Zhao , Peng Wu . Sonoafterglow luminescence for in vivo deep-tissue imaging. Chinese Chemical Letters, 2024, 35(10): 110026-. doi: 10.1016/j.cclet.2024.110026
Huijie An , Chen Yang , Zhihui Jiang , Junjie Yuan , Zhongming Qiu , Longhao Chen , Xin Chen , Mutu Huang , Linlang Huang , Hongju Lin , Biao Cheng , Hongjiang Liu , Zhiqiang Yu . Luminescence-activated Pt(Ⅳ) prodrug for in situ triggerable cancer therapy. Chinese Chemical Letters, 2024, 35(7): 109134-. doi: 10.1016/j.cclet.2023.109134
Chaohui Zheng , Jing Xi , Shiyi Long , Tianpei He , Rui Zhao , Xinyuan Luo , Na Chen , Quan Yuan . Persistent luminescence encoding for rapid and accurate oral-derived bacteria identification. Chinese Chemical Letters, 2025, 36(1): 110223-. doi: 10.1016/j.cclet.2024.110223
Yuanpeng Ye , Longfei Yao , Guofeng Liu . Engineering circularly polarized luminescence through symmetry manipulation in achiral tetraphenylpyrazine structures. Chinese Journal of Structural Chemistry, 2025, 44(2): 100460-100460. doi: 10.1016/j.cjsc.2024.100460
Hailang Deng , Abebe Reda Woldu , Abdul Qayum , Zanling Huang , Weiwei Zhu , Xiang Peng , Paul K. Chu , Liangsheng Hu . Killing two birds with one stone: Enhancing the photoelectrochemical water splitting activity and stability of BiVO4 by Fe ions association. Chinese Chemical Letters, 2024, 35(12): 109892-. doi: 10.1016/j.cclet.2024.109892
Pan Liu , Yanming Sun , Alberto J. Fernández-Carrión , Bowen Zhang , Hui Fu , Lunhua He , Xing Ming , Congling Yin , Xiaojun Kuang . Bismuth-based halide double perovskite Cs2KBiCl6: Disorder and luminescence. Chinese Chemical Letters, 2024, 35(5): 108641-. doi: 10.1016/j.cclet.2023.108641
Zhao-Xia Lian , Xue-Zhi Wang , Chuang-Wei Zhou , Jiayu Li , Ming-De Li , Xiao-Ping Zhou , Dan Li . Producing circularly polarized luminescence by radiative energy transfer from achiral metal-organic cage to chiral organic molecules. Chinese Chemical Letters, 2024, 35(8): 109063-. doi: 10.1016/j.cclet.2023.109063
Yongjing Deng , Feiyang Li , Zijian Zhou , Mengzhu Wang , Yongkang Zhu , Jianwei Zhao , Shujuan Liu , Qiang Zhao . Chiral induction and Sb3+ doping in indium halides to trigger second harmonic generation and circularly polarized luminescence. Chinese Chemical Letters, 2024, 35(8): 109085-. doi: 10.1016/j.cclet.2023.109085
Junying Zhang , Ruochen Li , Haihua Wang , Wenbing Kang , Xing-Dong Xu . Photo-induced tunable luminescence from an aggregated amphiphilic ethylene-pyrene derivative in aqueous media. Chinese Chemical Letters, 2024, 35(6): 109216-. doi: 10.1016/j.cclet.2023.109216
Hui-Juan Wang , Wen-Wen Xing , Zhen-Hai Yu , Yong-Xue Li , Heng-Yi Zhang , Qilin Yu , Hongjie Zhu , Yao-Yao Wang , Yu Liu . Cucurbit[7]uril confined phenothiazine bridged bis(bromophenyl pyridine) activated NIR luminescence for lysosome imaging. Chinese Chemical Letters, 2024, 35(6): 109183-. doi: 10.1016/j.cclet.2023.109183