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An Unsymmetric Salamo-like Chemosensor for Fuorescent Recognition of Zn2+

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Abstract

A new unsymmetric tetradentate salamo-like chemical sensor H2L for fluorescent recognition of Zn2+ has been designed and synthesized. The sensor can recognize Zn2+ from other metal ions examined with selectivity, anti-interference, reliability and high sensitivity (LOD = 1.89 × 10−6 M) in ethanol/H2O solution. The results of UV-Vis and fluorescent spectra analyses, X-ray crystallographic study and DMol3 simulation and calculation (on Materials Studio) indicate that the chelation-enhanced fluorescence (CHEF) recognition mechanism of the sensor H2L for Zn2+ is of its hindered PET process. The sensor H2L for Zn2+ has excellent fluorescence characteristics and has potential application value in biological and environmental systems.

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References

  1. Pan Y-Q, Zhang Y, Yu M, Zhang Y, Wang L (2020) Newly synthesized homomultinuclear Co (II) and Cu (II) bissalamo-like complexes: structural characterizations, Hirshfeld analyses, fluorescence and antibacterial properties. Appl Organomet Chem 34:e5441

    CAS  Google Scholar 

  2. Zhang L-W, Zhang Y, Cui Y-F, Yu M, Dong W-K (2020) Heterobimetallic [NiIILnIII] (Ln = Sm and Tb) N2O4-donor coordination polymers: syntheses, crystal structures and fluorescence properties. Inorg Chim Acta 506:119534

    CAS  Google Scholar 

  3. Wei Z-L, Wang L, Wang J-F, Guo W-T, Zhang Y, Dong W-K (2020) Two highly sensitive and efficient Salamo-like copper(II) complex probes for recognition of CN−. Spectrochim Acta A 228:117775

    CAS  Google Scholar 

  4. Haak R-M, Decortes A, Escudero E-C, Belmonte M-M, Martin E, Buchholz J-B, Kleij A-W (2011) Shape-persistent octanuclear zinc salen clusters: synthesis, characterization, and catalysis. Inorg Chem 50:7934–7936

    CAS  PubMed  Google Scholar 

  5. Gaggelli E, Kozlowski H, Valensin D (2006) Copper homeostasis and neurodegenerative disorders (Alzheimer’s, prion, and Parkinson’s diseases and amyotrophic lateral sclerosis). Chem Rev 106:1995–2044

    CAS  PubMed  Google Scholar 

  6. Chai L-Q, Tang L-J, Chen L-C, Huang J-J (2017) Structural, spectral, electrochemical and DFT studies of two mononuclear manganese(II) and zinc(II) complexes. Polyhedron. 122:228–240

    CAS  Google Scholar 

  7. Liu C, Wei Z-L, Mu H-R, Dong W-K, Ding Y-J (2020) A novel unsymmetric bis(salamo)-based chemosensor for detecting Cu2+ and continuous recognition of amino acids. J Photochem Photobio A 397:112569

    CAS  Google Scholar 

  8. Wang L, Wei Z-L, Chen Z-Z, Liu C, Dong W-K, Ding Y-J (2020) A chemical probe capable for fluorescent and colorimetric detection to Cu2+ and CN− based on coordination and nucleophilic addition mechanism. Microchem J 155:104801

    CAS  Google Scholar 

  9. Li X-Y, Kang Q-P, Liu C, Zhang Y, Dong W-K (2019) Structurally characterized homo-trinuclear ZnII and hetero-pentanuclear [ZnII4LnIII] complexes constructed from an octadentate bis(Salamo)-based ligand: Hirshfeld surfaces, fluorescence and catalytic properties. New J Chem 43:4605–4619

    CAS  Google Scholar 

  10. Mu H-R, Yu M, Wang L, Zhang Y, Ding Y-J (2020) Catching S2− and Cu2+ by a highly sensitive and efficient salamo-like fluorescence-ultraviolet dual channel chemosensor. Phosphorus Sulfur Silicon Relat Elem 195:1756807

    Google Scholar 

  11. Mahapatra A-K, Hazra G, Das N-K (2011) A highly selective triphenylamine-based indolylmethane derivatives as colorimetric and turn-off fluorimetric sensor toward Cu2+ detection by deprotonation of secondary amines. Sensors Actuators B Chem 156:456–462

    CAS  Google Scholar 

  12. Wang L, Wei Z-L, Liu C, Dong W-K, Ru J-X (2020) Synthesis and characterization for a highly selective bis(Salamo)-based chemical sensor and imaging in living cell. Spectrochim Acta A 239:118496

    CAS  Google Scholar 

  13. Lee K-S, Kim H-J, Kim G-H (2008) Fluorescent chemodosimeter for selective detection of cyanide in water. Org Lett 10:49–51

    CAS  PubMed  Google Scholar 

  14. Dong W-K, Li X-L, Wang L, Zhang Y, Ding Y-J (2016) A new application of Salamo-type bisoximes: as a relay–sensor for Zn2+/Cu2+ and its novel complexes for successive sensing of H+/OH−. Sensors Actuators B Chem 229:370–378

    CAS  Google Scholar 

  15. Dong W-K, Akogun S-F, Zhang Y, Sun Y-X, Dong X-Y (2017) A reversible “turn-on” fluorescent sensor for selective detection of Zn2+. Sensors Actuators B Chem 238:723–734

    CAS  Google Scholar 

  16. Liu L-Z, Wang L, Yu M, Zhao Q, Zhang Y, Sun Y-X, Dong W-K (2019) A highly sensitive and selective fluorescent “off-on-off” relay chemosensor based on a new bis(Salamo)-type tetraoxime for detecting Zn2+ and CN−. Spectrochim Acta A 222:117209

    CAS  Google Scholar 

  17. Pan Y-Q, Xu X, Zhang Y, Zhang Y, Dong W-K (2020) A highly sensitive and selective bis(Salamo)-type fluorescent chemosensor for identification of Cu2+ and the continuous recognition of S2−, arginine and lysine. Spectrochim Acta A 229:117927

    CAS  Google Scholar 

  18. Wang F, Liu L-Z, Gao L, Dong W-K (2018) Unusual constructions of two Salamo-based copper(II) complexes. Spectrochim Acta A 203:56–64

    CAS  Google Scholar 

  19. Hao J, Li X-Y, Zhang Y, Dong W-K (2018) A reversible bis(Salamo)-based fluorescence sensor for selective detection of Cd2+ in water-containing systems and food samples. Materials 11:523

    PubMed Central  Google Scholar 

  20. Zhang Y, Yu M, Pan Y-Q, Zhang Y, Xu L, Dong W-K (2020) Three rare heteromultinuclear 3d-4f Salamo-like complexes constructed from auxiliary ligand 4,4′-bipy: syntheses, structural characterizations, fluorescence and antimicrobial properties. Appl Organomet Chem 34:e5442

    CAS  Google Scholar 

  21. Dong X-Y, Kang Q-P, Li X-Y, Ma J-C, Dong W-K (2018) Structurally characterized solvent-induced homotrinuclear cobalt(II) N2O2-donor bisoxime-type complexes. Crystals 8:139

    Google Scholar 

  22. Kang Q-P, Li X-Y, Zhao Q, Ma J-C, Dong W-K (2018) Structurally characterized homotrinuclear Salamo-type nickel(II) complexes: synthesis, solvent effect and fluorescence properties. Appl Organomet Chem 32:e4379

    Google Scholar 

  23. Ren Z-L, Hao J, Hao P, Dong X-Y, Bai Y, Dong W-K (2018) Synthesis, crystal structure, luminescence and electrochemical properties of a Salamo-type trinuclear cobalt(II) complex. Z Naturforsch 73b:203–210

    Google Scholar 

  24. Li J, Zhang H-J, Chang J, Sun Y-X, Huang Y-Q (2018) Solvent-induced unsymmetric Salamo-like trinuclear NiII complexes: syntheses, crystal structures, fluorescent and magnetic properties. Crystals 8:176

    CAS  Google Scholar 

  25. Pan Y-Q, Xu X, Zhang Y, Zhang Y, Dong W-K (2020) A highly sensitive and selective bis(Salamo)-type fluorescent chemosensor for identification of Cu2+ and the continuous recognition of S2−, arginine and lysine. Spectrochim Acta A 229:117929

    Google Scholar 

  26. Zhang L-W, Li X-Y, Kang Q-P, Liu L-Z, Ma J-C, Dong W-K (2018) Structures and fluorescent and magnetic behaviors of newly synthesized NiII and CuII coordination compounds. Crystals 8:173

    CAS  Google Scholar 

  27. Zhang L-W, Liu L-Z, Wang F, Dong W-K (2018) Unprecedented fluorescent dinuclear CoII and ZnII coordination compounds with a symmetric bis(Salamo)-like tetraoxime. Molecules 23:1141

    PubMed Central  Google Scholar 

  28. Kang Q-P, Li X-Y, Wei Z-L, Zhang Y, Dong W-K (2019) Symmetric containing-PMBP N2O2-donors nickel(II) complexes: syntheses, structures, Hirshfeld analyses and fluorescent properties. Polyhedron 165:38–50

    CAS  Google Scholar 

  29. Kang Q-P, Li X-Y, Wang L, Zhang Y, Dong W-K (2019) Containing-PMBP N2O2-donors transition metal(II) complexes: synthesis, crystal structure, Hirshfeld surface analyses and fluorescence properties. Appl Organomet Chem 33:e5013

    Google Scholar 

  30. Yu M, Mu H-R, Liu L-Z, Li N, Bai Y, Dong X-Y (2019) Syntheses, structures and Hirshfeld analyses of trinuclear Ni(II) Salamo-type complexes. Chinese J Inorg Chem 35:1109–1120

    CAS  Google Scholar 

  31. Jia H-R, Chang J, Zhang H-J, Li J, Sun Y-X (2018) Three polyhydroxyl-bridged defective dicubane tetranuclear MnIII complexes: synthesis, crystal structures, and spectroscopic properties. Crystals 8:272

    Google Scholar 

  32. Chang J, Zhang H-J, Jia H-R, Sun Y-X (2018) Binuclear nickel(II) and zinc(II) complexes based on 2-amino-3-hydroxy-pyridine Schiff base: syntheses, supramolecular structures and spectral properties. Chinese J Inorg Chem 34:2097–2107

    CAS  Google Scholar 

  33. An X-X, Zhao Q, Mu H-R, Dong W-K (2019) A new half-Salamo-based homo-trinuclear nickel(II) complex: crystal structure, Hirshfeld surface analysis, and fluorescence properties. Crystals 9:101

    CAS  Google Scholar 

  34. Cho D-G, Kim J-H, Sessler J-L (2008) The benzyl-cyanide reaction and its application to the development of a selective cyanide anion indicator. J Am Chem Soc 130:12163–12167

    CAS  PubMed  Google Scholar 

  35. Park S, Kim H-J (2012) Highly selective chemodosimeter for cyanide based on a doubly activated michael acceptor type of coumarin thiazole fluorophore. Sensors Actuators B Chem 161:317–321

    CAS  Google Scholar 

  36. You G-R, Park G-J, Lee S-A (2014) A single chemosensor for multiple target anions: the simultaneous detection of CN− and OAc− in aqueous media. Sensors Actuators B Chem 202:645–655

    CAS  Google Scholar 

  37. Sumriddetchkajorn S, Chaitavon K, Intaravanne Y (2013) Mobile device-based selfreferencing colorimeter for monitoring chlorine concentration in water. Sensors Actuators B Chem 182:592–597

    CAS  Google Scholar 

  38. Anand T, Sahoo S-K (2019) Cost-effective approach to detect cu(II) and hg(II) by integrating a smartphone with the colorimetric response from a NBD-benzimidazole based dyad. Phys Chem Chem Phys 21:11839–11845

    CAS  PubMed  Google Scholar 

  39. Upadhyay Y, Bothra S, Kumar R, Sahoo S-K (2018) Smartphone-assisted colorimetric detection of Cr3+ using vitamin B6 cofactor functionalized gold nanoparticles and its applications in real sample. Anal Chem Select 3:6892–6896

    CAS  Google Scholar 

  40. Upadhyaya Y, Ananda T, Babub L-T, Pairab P, SKc A-K, Kumara R, Sahoo S-K (2018) Combined use of spectrophotometer and smartphone for the optical detection of Fe3+ using a vitamin B6 cofactor conjugated pyrene derivative and its application in live cells imaging. J Photochem Photobiol A 361:34–40

    Google Scholar 

  41. Zhao Q, An X-X, Liu L-Z, Dong W-K (2019) Syntheses, luminescences and Hirshfeld surfaces analyses of structurally characterized homo-trinuclear ZnII and hetero-pentanuclear ZnII-LnIII (Ln=Eu, Nd) bis(Salamo)-like complexes. Inorg Chim Acta 490:6–15

    CAS  Google Scholar 

  42. Liu L-Z, Yu M, Li X-Y, Kang Q-P, Dong W-K (2019) Syntheses, structures, Hirshfeld analyses and fluorescent properties of two Ni(II) and Zn(II) complexes constructed from a bis(Salamo)-like ligand. Chinese J Inorg Chem 35:1283–1294

    CAS  Google Scholar 

  43. Zhang S-Z, Chang J, Zhang H-J, Sun Y-X, Wu Y, Wang Y-B (2020) Synthesis, crystal structure and spectral properties of binuclear Ni(II) and cubane-like Cu4(μ3-O)4 cored tetranuclear Cu(II) complexes based on coumarin Schiff base. Chinese J Inorg Chem 36:503–514

    CAS  Google Scholar 

  44. Chang J, Zhang S-Z, Wu Y, Zhang H-J, Sun Y-X (2020) Three supramolecular trinuclear nickel(II) complexes based on Salamo-type chelating ligand: syntheses, crystal structures, solvent effect, Hirshfeld surface analysis and DFT calculation. Transit Met Chem 45:279–293

    CAS  Google Scholar 

  45. Zhang Y, Liu L-Z, Peng Y-D, Li N, Dong W-K (2019) Structurally characterized trinuclear nickel(II) and copper(II) Salamo-type complexes: syntheses, Hirshfeld analyses and fluorescent properties. Transit Met Chem 44:627–639

    CAS  Google Scholar 

  46. Liu C, An X-X, Cui Y-F, Xie K-F, Dong W-K (2020) Novel structurally characterized hetero-bimetallic [Zn(II)2M(II)] (M = Ca and Sr) bis(Salamo)-type complexes: DFT calculation, Hirshfeld analyses, antimicrobial and fluorescent properties. Appl Organomet Chem 34:e5272

    CAS  Google Scholar 

  47. Yu M, Zhang Y, Pan Y-Q, Wang L (2020) Two novel copper(II) Salamo-based complexes: syntheses, X-ray crystal structures, spectroscopic properties and Hirshfeld surfaces analyses. Inorg Chim Acta 509:119701

    CAS  Google Scholar 

  48. Peng Y-D, Wang F, Gao L, Dong W-K (2018) Structurally characterized dinuclear zinc(II) bis(Salamo)-type tetraoxime complex possessing square pyramidal and trigonal bipyramidal geometries. J Chin Chem Soc 65:893–899

    CAS  Google Scholar 

  49. Sun Y-X, Pan Y-Q, Xu X, Zhang Y (2019) Unprecedented dinuclear CuII N,O-donor complex: Synthesis, structural characterization, fluorescence Property, and Hirshfeld analysis. Crystals 9:607

    CAS  Google Scholar 

  50. Zhang H-J, Chang J, Jia H-R, Sun Y-X (2018) Syntheses, supramolecular structures and spectroscopic properties of Cu(II) and Ni(II) complexes with Schiff base containing oxime group. Chinese J Inorg Chem 34:2261–2270

    CAS  Google Scholar 

  51. Vallejos S, Estévez P, García F-C (2010) Putting to work organic sensing molecules in aqueous media: fluorene derivative-containing polymers as sensory materials for the colorimetric sensing of cyanide in water. Chem Commun 46:7951–7953

    CAS  Google Scholar 

  52. Shan D, Mousty C, Cosnier S (2004) Subnanomolar cyanide detection at polyphenol oxidase/clay biosensors. Anal Chem 76:178–183

    CAS  PubMed  Google Scholar 

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Acknowledgements

This work was supported by Science and Technology Program of Gansu Province (18YF1GA054), the National Natural Science Foundation of China (21761018) and the Program for Excellent Team of Scientific Research in Lanzhou Jiaotong University (201706), three of which are gratefully acknowledged.

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Authors and Affiliations

  1. School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou, 730070, People’s Republic of China

    Yun-Dong Peng, Yu Zhang, Zong-Li Ren, Fei Wang & Li Wang

  2. Department of Energy Engineering, Wuwei Occupational College, Wuwei, 733000, China

    Yun-Dong Peng

  3. School of Chemical Engineering and Energy, Zhengzhou University, Zhengzhou, 45000 l, Henan, China

    Yuan-Li Jiang

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  1. Yun-Dong Peng
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  2. Yu Zhang
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  3. Yuan-Li Jiang
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  4. Zong-Li Ren
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  5. Fei Wang
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  6. Li Wang
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Correspondence to Li Wang.

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Peng, YD., Zhang, Y., Jiang, YL. et al. An Unsymmetric Salamo-like Chemosensor for Fuorescent Recognition of Zn2+. J Fluoresc 30, 1049–1061 (2020). https://doi.org/10.1007/s10895-020-02579-y

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