Citation: YUAN Shuai, ZHANG Yue-Jia, HOU Jin-Yan, LIU Qing-Lin, LI Dong-Ping, LI Yong-Xiu. Syntheses, Crystal Structures and Luminescent Properties of Two Schiff Base Complexes[J]. Chinese Journal of Structural Chemistry, ;2016, 35(6): 965-972. doi: 10.14102/j.cnki.0254-5861.2011-0992
-
Two new transition metal complexes based on chiral Schiff base ligand, namely Zn(L1)2 (1) and Cd(L2)2 (2) (L1 = (R,E)-3-(2-hydroxy-3-methoxybenzylideneamino)propane-1,2-diol, L2= (R,E)-2-((2-hydroxy-1-phenylethylimino)methyl)-6-methoxyphenol), have been synthesized and characterized. Single-crystal X-ray diffractions reveal that both 1 and 2 crystallize in the same monoclinic space group C2. 1 is four-coordinated, while 2 is six-coordinated. Complexes 1 and 2 show fluorescent emission at 479 and 580 nm, respectively. Moreover, 1 and 2 exhibit selective and sensitive recognition toward Zn2+/Cd2+ ions in the methanol solution.
-
Keywords:
- fluorescence,
- Schiff base,
- complex,
- probe
-
-
[1]
(1) (a) Anbu, S.; Kamalraj, S.; Paul, A.; Jayabaskaran, C.; Pombeiro, A. J. L. The phenanthroimidazole-based dizinc(II) complex as a fluorescent probe for the pyrophosphate ion as generated in polymerase chain reactions and pyrosequencing. Dalton Trans. 2015, 44, 3930–3933. (b) Huerta-Aguilar, C. A.; Pandiyan, T.; Singh, N.; Jayanthi, N. Three novel input logic gates supported by fluorescence studies: organic nanoparticles (ONPs) as chemo-sensor for detection of Zn2+ and Al3+ in aqueous medium. Spectrochim. Acta A 2015, 146, 142–150.
-
[2]
(2) Anbu, S.; Ravishankaran, R.; Guedes da Silva, M. F. C.; Karande, A. A.; Pombeiro, A. J. L. Differentially selective chemosensor with fluorescence off-on responses on Cu2+ and Zn2+ ions in aqueous media and applications in pyrophosphate sensing, live cell imaging and cytotoxicity. Inorg. Chem. 2014, 53, 6655–6664.
-
[3]
(3) (a) Xia, S. J.; Liu, G.; Pu, S. Z. A highly selective fluorescence sensor for Zn2+ and Cu2+ based on diarylethene with a piperazine-linked amidoquinoline unit. J. Mater. Chem. C 2015, 3, 4023–4029 (b) Arivazhagan, C.; Borthakur, R.; Ghosh, S. Ferrocene and triazole-appended rhodamine based multisignaling sensors for Hg2+ and their application in live cell imaging. Organometallics 2015, 34, 1147-1155.
-
[4]
(4) (a) Ding, A. X.; Tang, F.; Wang, T.; Tao, X. T.; Yang, J. X. A α-cyanostilbene-modified Schiff base as efficient turn-on fluorescent chemosensor for Zn2+. J. Chem. Sci., 2015, 3, 375–382. (b) Erdemir, S.; Malkondu, S. A novel “turn on” fluorescent sensor based onhydroxy-triphenylamine for Zn2+ and Cd2+ ions in MeCN. Sensor. Actuat. B-Chem. 2013, 188, 1225–1229. (c) Mummidivarapu, V. V. S.; Bandaru, S.; Yarramala, D. S.; Samanta, K.; Mhatre, D. S.; Rao, C. P. Binding and ratiometric dual ion recognition of Zn2+ and Cu2+ by 1,3,5-tris-amidoquinoline conjugate of calix[6]arene by spectroscopy and its supramolecular features by microscopy. Anal. Chem. 2015, 87, 4988–4995. (d) Li, Z. X.; Zhang, W. Y.; Liu, X. J.; Liu, C. X.; Yu, M. M.; Wei, L. H. Naked-eye-based selective detection of pyrophosphate with a Zn2+ complex in aqueous solution and electrospun nanofibers. RSC Adv. 2015, 5, 25229–25235.
-
[5]
(5) Parthiban, C.; Elango, K. P. Amino-naphthoquinone and its metal chelates for selective sensing offluoride ions. Sensor. Actuat. B-Chem. 2015, 215, 544–552.
-
[6]
(6) Yang, Q. Z.; Wu, L. Z.; Zhang, H.; Chen, B.; Wu, Z. X.; Zhang, L. P.; Tung, C. H. A luminescent chemosensor with specific response for Mg2+. Inorg. Chem. 2004, 43, 5195–5197.
-
[7]
(7) (a) Lin, H.; Emin, M.; Schmittel, M. Comparison of ruthenium(II) and cyclometalated iridium(III) azacrown ether phenanthroline hybrids for the detection of metal cations by electrochemiluminescence. Dalton Trans. 2010, 39, 5130–5138. (b) Chall, S.; Mati, S. S.; Konar, S.; Singharoy, D.; Bhattacharya, S. C. An efficient, Schiff-base derivative for selective fluorescence sensing of Zn2+ ions: quantum chemical calculation appended by real sample application and cell imaging study. Org. Biomol. Chem. 2014, 12, 6447–6456.
-
[8]
(8) Lee, S. A.; Lee, J. J.; Shin, J. W.; Min, K. S.; Kim, C. A colorimetric chemosensor for the sequential detection of copper(II) and cysteine. Dyes Pigments 2015, 116, 131–138.
-
[9]
(9) (a) Wu, L. M.; Li, Q.; Jin, L. F.; Zhou, Z. Q. Synthesis and structure of the acylhydrazone Schiff base. Chin. J. Struct. Chem. 2010, 9, 1399–1403. (b) Jin, R. Y.; Sun, X. H.; Liu, Y. F.; Chen, B.; Shen, S. Q.; Ma, H. X. Synthesis, structure and biological activity of 5-benzyl-4-amino-1,2,4-triazole-3-thione Schiff base. Chin. J. Struct. Chem., 2014, 2, 253–257. (c) Li, F. R.; Zhang, X.; Wang, D. D.; Xue, Z. N.; Ma, Y. K. Syntheses, crystal structures and antibacterial activities of Schiff base ligand and its nickel(II) complex. Chin. J. Struct. Chem. 2014, 9, 1367–1374. (d) Hu, J. F.; Qin, Y. R.; Li, Y.; Liu, W.; Wang, Y.; Li, Y. H. Syntheses, structures, and luminescent properties of new ZnII–YIII and ZnII–LnIII Schiff base complexes. Chin. J. Struct. Chem., 2015, 8, 1273–1280.
-
[10]
(10) (a) Sheldrick, G. M. SHELXS-97, Program for the Solution of Crystal Structures. University of Göttingen, Germany 1997. (b) Sheldrick, G. M. SHELXL-97, Program for Crystal Structure Refinement. University of Gottingen, Germany 1997.
-
[11]
(11) (a) Ying, S. M.; Chen, F.; Huang, X. H.; Xie, J. Y. Synthesis, crystal structure and photoluminescence of a 2D two-fold interpenetrating Cd(II) coordination polymer based on a flexible reduced Schiff base ligand. Chin. J. Struct. Chem. 2013, 2, 193–198. (b) Huang, C.; Wu, J.; Chen, D. M.; Zhang, Q. L.; Zhu, B. X. Syntheses and crystal structures of Cd(II) and Zn(II) complexes containing 2-acetylpyridine-o-aminobenzoylhydrazone ligand. Chin. J. Inorg. Chem. 2015, 1, 109–113.
-
[12]
(12) (a) Santana, M. D.; Garcia-Bueno, R.; Garcia, G.; Piernas, M. J.; Perez, J.; Garcia, L.; Lopez-Garcia, I. Benzazolate complexes of pentacoordinate nickel(II). Synthesis, spectroscopic study and luminescent response towards metal cations, Polyhedron 2013, 61, 161–171. (b) Tong, Y. P.; Zheng, S. L.; Chen, X. M. Syntheses, structures, photoluminescence and theoretical studies of a class of beryllium(II) compounds of aromatic N,O-chelate ligands. Inorg. Chem. 2005, 44, 4270–4275.
-
[13]
(13) Chen, P.; Meyer, T. J. Medium effects on charge transfer in metal complexes. Chem. Rev. 1998, 98, 1439–1477.
-
[14]
(14) Zheng, S. L.; Yang, J. H.; Yu, X. L.; Chen, X. M.; Wong, W. T. Syntheses, structures, photoluminescence, and theoretical studies of d10 metal complexes of 2,2'-dihydroxy-[1,1']binaphthalenyl-3,3'-dicarboxylate. Inorg. Chem. 2004, 43, 830–838.
-
[1]
-
-
[1]
Kaimin WANG , Xiong GU , Na DENG , Hongmei YU , Yanqin YE , Yulu MA . Synthesis, structure, fluorescence properties, and Hirshfeld surface analysis of three Zn(Ⅱ)/Cu(Ⅱ) complexes based on 5-(dimethylamino) isophthalic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1397-1408. doi: 10.11862/CJIC.20240009
-
[2]
Maitri Bhattacharjee , Rekha Boruah Smriti , R. N. Dutta Purkayastha , Waldemar Maniukiewicz , Shubhamoy Chowdhury , Debasish Maiti , Tamanna Akhtar . Synthesis, structural characterization, bio-activity, and density functional theory calculation on Cu(Ⅱ) complexes with hydrazone-based Schiff base ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1409-1422. doi: 10.11862/CJIC.20240007
-
[3]
Shuwen SUN , Gaofeng WANG . Two cadmium coordination polymers constructed by varying Ⅴ-shaped co-ligands: Syntheses, structures, and fluorescence properties. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 613-620. doi: 10.11862/CJIC.20230368
-
[4]
Gongcheng Ma , Qihang Ding , Yuding Zhang , Yue Wang , Jingjing Xiang , Mingle Li , Qi Zhao , Saipeng Huang , Ping Gong , Jong Seung Kim . Palladium-free chemoselective probe for in vivo fluorescence imaging of carbon monoxide. Chinese Chemical Letters, 2024, 35(9): 109293-. doi: 10.1016/j.cclet.2023.109293
-
[5]
Lu LIU , Huijie WANG , Haitong WANG , Ying LI . Crystal structure of a two-dimensional Cd(Ⅱ) complex and its fluorescence recognition of p-nitrophenol, tetracycline, 2, 6-dichloro-4-nitroaniline. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1180-1188. doi: 10.11862/CJIC.20230489
-
[6]
Jinlong YAN , Weina WU , Yuan WANG . A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1653-1660. doi: 10.11862/CJIC.20240154
-
[7]
Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
-
[8]
Tao Yu , Vadim A. Soloshonok , Zhekai Xiao , Hong Liu , Jiang Wang . Probing the dynamic thermodynamic resolution and biological activity of Cu(Ⅱ) and Pd(Ⅱ) complexes with Schiff base ligand derived from proline. Chinese Chemical Letters, 2024, 35(4): 108901-. doi: 10.1016/j.cclet.2023.108901
-
[9]
Chuan-Zhi Ni , Ruo-Ming Li , Fang-Qi Zhang , Qu-Ao-Wei Li , Yuan-Yuan Zhu , Jie Zeng , Shuang-Xi Gu . A chiral fluorescent probe for molecular recognition of basic amino acids in solutions and cells. Chinese Chemical Letters, 2024, 35(10): 109862-. doi: 10.1016/j.cclet.2024.109862
-
[10]
Chao Ma , Cong Lin , Jian Li . MicroED as a powerful technique for the structure determination of complex porous materials. Chinese Journal of Structural Chemistry, 2024, 43(3): 100209-100209. doi: 10.1016/j.cjsc.2023.100209
-
[11]
Mengjuan Sun , Muye Zhou , Yifang Xiao , Hailei Tang , Jinhua Chen , Ruitao Zhang , Chunjiayu Li , Qi Ya , Qian Chen , Jiasheng Tu , Qiyue Wang , Chunmeng Sun . Reversibly size-switchable polyion complex micelles for antiangiogenic cancer therapy. Chinese Chemical Letters, 2024, 35(7): 109110-. doi: 10.1016/j.cclet.2023.109110
-
[12]
Yuanjin Chen , Xianghui Shi , Dajiang Huang , Junnian Wei , Zhenfeng Xi . Synthesis and reactivity of cobalt dinitrogen complex supported by nonsymmetrical pincer ligand. Chinese Chemical Letters, 2024, 35(7): 109292-. doi: 10.1016/j.cclet.2023.109292
-
[13]
Peng Meng , Qian-Cheng Luo , Aidan Brock , Xiaodong Wang , Mahboobeh Shahbazi , Aaron Micallef , John McMurtrie , Dongchen Qi , Yan-Zhen Zheng , Jingsan Xu . Molar ratio induced crystal transformation from coordination complex to coordination polymers. Chinese Chemical Letters, 2024, 35(4): 108542-. doi: 10.1016/j.cclet.2023.108542
-
[14]
Jingwen Zhao , Jianpu Tang , Zhen Cui , Limin Liu , Dayong Yang , Chi Yao . A DNA micro-complex containing polyaptamer for exosome separation and wound healing. Chinese Chemical Letters, 2024, 35(9): 109303-. doi: 10.1016/j.cclet.2023.109303
-
[15]
Deshuai Zhen , Chunlin Liu , Qiuhui Deng , Shaoqi Zhang , Ningman Yuan , Le Li , Yu Liu . A review of covalent organic frameworks for metal ion fluorescence sensing. Chinese Chemical Letters, 2024, 35(8): 109249-. doi: 10.1016/j.cclet.2023.109249
-
[16]
Ying Xu , Chengying Shen , Hailong Yuan , Wei Wu . Mapping multiple phases in curcumin binary solid dispersions by fluorescence contrasting. Chinese Chemical Letters, 2024, 35(9): 109324-. doi: 10.1016/j.cclet.2023.109324
-
[17]
Yuxin Li , Chengbin Liu , Qiuju Li , Shun Mao . Fluorescence analysis of antibiotics and antibiotic-resistance genes in the environment: A mini review. Chinese Chemical Letters, 2024, 35(10): 109541-. doi: 10.1016/j.cclet.2024.109541
-
[18]
Xing Tian , Di Wu , Wanheng Wei , Guifu Dai , Zhanxian Li , Benhua Wang , Mingming Yu . A lipid droplets-targetable fluorescent probe for polarity detection in cells of iron death, inflammation and fatty liver tissue. Chinese Chemical Letters, 2024, 35(6): 108912-. doi: 10.1016/j.cclet.2023.108912
-
[19]
Bin Fang , Jiaqi Yang , Limin Wang , Haoqin Li , Jiaying Guo , Jiaxin Zhang , Qingyuan Guo , Bo Peng , Kedi Liu , Miaomiao Xi , Hua Bai , Li Fu , Lin Li . A mitochondria-targeted H2S-activatable fluorogenic probe for tracking hepatic ischemia-reperfusion injury. Chinese Chemical Letters, 2024, 35(6): 108913-. doi: 10.1016/j.cclet.2023.108913
-
[20]
Linfang Wang , Jing Liu , Minghao Ren , Wei Guo . A highly sensitive fluorescent HClO probe for discrimination between cancerous and normal cells/tissues. Chinese Chemical Letters, 2024, 35(6): 108945-. doi: 10.1016/j.cclet.2023.108945
-
[1]
Metrics
- PDF Downloads(1)
- Abstract views(2019)
- HTML views(26)