journal article·2021-09

A novel anthracene functionalized dibenzoxanthene fluorophore for copper (II) sensing

Ozge Ozukanar, Hande Gunduz, Caner Unlu, Volkan Kumbaraci

Optical Materials· Volume 119
Publisher page

Abstract

Abstract Dibenzoxanthene derivatives are widely used in metal ion sensing applications. Especially, fluorescent dibenzoxanthene derivatives are potential candidate to sense metal ions in various solvent systems. However, most of the studies are focused on either metal sensing in aqueous solutions, or sensing of the extremely toxic metal ions, such as Pb2+ and Hg2+. In this study, a novel benzyl functionalized dibenzoxanthene derivative and a novel fluorescent anthracene functionalized dibenzoxanthene derivative were synthesized to sense metal ions in polar aprotic solvent systems by using UV–Vis spectroscopy and Fluorescence spectroscopy. As benzyl-dibenzoxanthene was sensitive to multiple metal ions (Pb2+, Co2+, and Cu2+), novel anthracenyl-dibenzoxanthene was only sensitive to Cu2+ with the binding capacity of one anthracenyl-dibenzoxanthene to three Cu2+ ions, thus the copper sensitivity was increased. The binding affinity of dibenzoxanthene derivatives with Cu2+ has been analyzed by 1H NMR and High-resolution XPS.
Source: openaire · Quality: candidate unverified · Source record ↗

Research context

OpenAlex topics: Molecular Sensors and Ion Detection · Analytical Chemistry and Sensors · Electrochemical Analysis and Applications

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

References (48)

Show source-provided references
1. Zhang · Chem. Rev. · 2014 · 114 · 491810.1021/cr400568b ↗
2. Patil · Inorg. Chim. Acta. · 2018 · 482 · 9910.1016/j.ica.2018.05.026 ↗
3. Carter · Chem. Rev. · 2014 · 114 · 456410.1021/cr400546e ↗
4. Bargossi · Coord. Chem. Rev. · 2000 · 208 · 1710.1016/S0010-8545(00)00252-6 ↗
5. Valeur · Coord. Chem. Rev. · 2000 · 205 · 310.1016/S0010-8545(00)00246-0 ↗
6. Shi · RSC Adv. · 2021 · 11 · 110.1039/D0RA06782B ↗
7. Shi · New J. Chem. · 2021 · 45 · 59710.1039/D0NJ03878D ↗
8. Czarnik · Acc. Chem. Res. · 1994 · 27 · 30210.1021/ar00046a003 ↗
9. Jiang · Tetrahedron · 2016 · 72 · 485410.1016/j.tet.2016.06.055 ↗
10. Marcos · Tetrahedron · 2009 · 65 · 49610.1016/j.tet.2008.11.005 ↗
11. Tsubaki · Org. Lett. · 2002 · 4 · 230110.1021/ol026019j ↗
12. Ghosh · New J. Chem. · 2015 · 39 · 29510.1039/C4NJ01411A ↗
13. Komatsu · Org. Biomol. Chem. · 2003 · 1 · 20410.1039/b208107e ↗
14. Ikeda · J. Am. Chem. Soc. · 2001 · 123 · 485510.1021/ja015596k ↗
15. Wei · Opt. Mater. · 2007 · 29 · 93610.1016/j.optmat.2006.02.005 ↗
16. Tornøe · J. Org. Chem. · 2002 · 67 · 305710.1021/jo011148j ↗
17. Rostovtsev · Angew. Chem. Int. Ed. · 2002 · 41 · 259610.1002/1521-3773(20020715)41:14<2596::AID-ANIE2596>3.0.CO;2-4 ↗
18. Chan · Org. Lett. · 2004 · 6 · 285310.1021/ol0493094 ↗
19. Mindt · J. Am. Chem. Soc. · 2006 · 128 · 1509610.1021/ja066779f ↗
20. Ornelas · Angew. Chem. · 2007 · 46 · 87210.1002/anie.200602858 ↗
21. Li · Chem. Commun. · 2007 · 269210.1039/b703301j ↗
22. Chang · Org. Lett. · 2007 · 9 · 336310.1021/ol071337+ ↗
23. Huang · Coord. Chem. Rev. · 2014 · 272 · 14510.1016/j.ccr.2014.04.006 ↗
24. Gu · Opt. Mater. · 2018 · 83 · 27210.1016/j.optmat.2018.06.012 ↗
25. Peers · Nature · 2006 · 441 · 34110.1038/nature04630 ↗
26. Banci · Proc. Natl. Acad. Sci. Unit. States Am. · 2008 · 105 · 680310.1073/pnas.0800019105 ↗
27. Zeng · J. Am. Chem. Soc. · 2006 · 128 · 1010.1021/ja055064u ↗
28. Pannipara · Opt. Mater. · 2018 · 79 · 25510.1016/j.optmat.2018.03.051 ↗
29. Uriu-Adams · Mol. Aspect. Med. · 2005 · 26 · 26810.1016/j.mam.2005.07.015 ↗
30. Waggoner · Neurobiol. Dis. · 1999 · 6 · 22110.1006/nbdi.1999.0250 ↗
31. Cerpa · Mol. Aspect. Med. · 2005 · 26 · 40510.1016/j.mam.2005.07.011 ↗
32. Zatta · Brain Res. Rev. · 2007 · 54 · 1910.1016/j.brainresrev.2006.10.001 ↗
33. Que · Chem. Rev. · 2008 · 108 · 151710.1021/cr078203u ↗
34. Quang · Chem. Rev. · 2010 · 110 · 628010.1021/cr100154p ↗
35. Kumar · Tetrahedron Lett. · 2009 · 50 · 584210.1016/j.tetlet.2009.08.007 ↗
36. Sun · Tetrahedron · 2018 · 74 · 98710.1016/j.tet.2018.01.013 ↗
37. Wu · Sensor. Actuator. B Chem. · 2016 · 228 · 48010.1016/j.snb.2016.01.051 ↗
38. Song · Inorg. Chim. Acta. · 2021 · 516 · 12009910.1016/j.ica.2020.120099 ↗
39. Zhu Yangmin · Chin. J. Org. Chem. · 2019 · 39 · 42710.6023/cjoc201807042 ↗
40. Sirkecioǧlu · J. Heterocycl. Chem. · 1998 · 35 · 45710.1002/jhet.5570350232 ↗
41. Chen · Chem. Rev. · 2012 · 112 · 191010.1021/cr200201z ↗
42. Banerjee · Stain Technol. · 1981 · 56 · 8310.3109/10520298109067286 ↗
43. Pellosi · An Acad. Bras Ciências · 2013 · 85 · 126710.1590/0001-3765201395412 ↗
44. JPn. Tokkyo Koho JP 56005480, 1981
45. Poupelin · Eur. J. Med. Chem. · 1978 · 13 · 67
46. Jha · Tetrahedron Lett. · 2004 · 45 · 899910.1016/j.tetlet.2004.10.046 ↗
47. Ghodratbeigi · J. Mol. Struct. · 2011 · 990 · 14010.1016/j.molstruc.2011.01.032 ↗
48. Hein · Chem. Soc. Rev. · 2010 · 39 · 130210.1039/b904091a ↗