Sensing behaviours to Fe3+, Co2+ ions and cyanide detection performance of 4,5-diazafluorene-based colorimetric chemosensors
Source abstract
Abstract
Three novel colorimetric chemosensors were synthesized by Schiff base condensation of 4,5-diazafluoren-9-one with different hydrazine derivatives, which included benzothiazole (DAF-BT), quinoline (DAF-QU) and phthalazine groups (DAF-PHT). Structural characterization was supported by Fourier transform infrared spectroscopy, and nuclear magnetic spectroscopy (1H-NMR and 13C-NMR) analyses. Photophysical properties of colorimetric chemosensors synthesized in the study were investigated systematically in different solvents of polarities such as chloroform, dichloromethane, acetonitrile, and then their sensing probe activities mainly with Fe+3 and Co+2 ions were evaluated using UV–vis absorption and fluorescence emission spectroscopy. DAF-PHT, DAF-QU and DAF-BT chemosensors absorption maxima between 424 and 492 nm were associated with the intramolecular charge transfer transitions, and metal sensing abilities were also supported by the formation of metal-to-ligand charge transfer transitions. One of the studied complex, sensor DAF-PHT/Co2+, showed highly selective to CN− anion in acetonitrile solution and colour changes could be detected with the naked eye. Graphical abstract
Source: expertdata · Quality: candidate unverified · Source record ↗
Research context
OpenAlex topics: Molecular Sensors and Ion Detection · Electrochemical Analysis and Applications · Analytical Chemistry and Sensors
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (61)
Show source-provided references
1. Colombo A, Dragonetti C, Righetto S, Roberto D, Valore A, Benincori T et al 2012 J. Mater. Chem. 22 1976110.1039/c2jm33509c ↗
2. Erden I, Erdoğmuş A, Demirhan N and Avcıata U 2008 Transit. Met. Chem. 33 43910.1007/s11243-008-9062-2 ↗
3. Erden I, Demirhan N and Avcıata U 2010 Russ. J. Inorg. Chem. 55 190310.1134/S0036023610120144 ↗
4. Jimenez J, Chakraborty I and Mascharak P 2015 Acta Crystallogr. C Struct. Chem. 71 96510.1107/S2053229615018100 ↗
5. Maguire L, Seward C M, Baljak S, Reumann T, Ortin Y, Banide E et al 2009 Eur. J. Inorg. Chem. 2009 325010.1002/ejic.200900161 ↗
6. Pal A, Biswas B, Mitra M, Purohit C S, Lin C H and Ghosh R 2014 J. Chem. Sci. 126 71710.1007/s12039-014-0620-1 ↗
7. Karami M, Ebrahimzadeh M A, Mahdavi M R and Kazemi A 2010 Eur. Rev. Med. Pharmacol. 14 897
8. Abalea V, Cillard J, Dubos M P, Anger J P, Cillard P and Morel I 1998 Carcinogenesis 19 105310.1093/carcin/19.6.1053 ↗
9. Netto L E S, Da Costa Ferreira A M and Augusto O 1991 Chem. Biol. Interact. 79 110.1016/0009-2797(91)90048-C ↗
10. Kabat G C and Rohan T E 2007 Cancer Cause Control 18 104710.1007/s10552-007-9058-9 ↗
11. Jaishankar M, Tseten T, Anbalagan N, Mathew B B and Beeregowda K N 2014 Interdiscip. Toxicol. 7 6010.2478/intox-2014-0009 ↗
12. Nawaz H, Tian W, Zhang J, Jia R, Chen Z and Zhang J 2018 ACS Appl. Mater. Inter. 10 211410.1021/acsami.7b17342 ↗
13. Chen L, Ma N, Park Y, Jin S, Hwang H, Jiang D et al 2018 Spectrochim. Acta A 197 4310.1016/j.saa.2017.12.043 ↗
14. Goel A, Umar S, Nag P, Sharma A, Kumar L, Shamsuzzama Hossain Z et al 2015 Chem. Commun. 51 500110.1039/C4CC09798J ↗
15. Gao Y, Liu H, Liu Q and Wang W 2016 Tetrahedron Lett. 57 185210.1016/j.tetlet.2016.03.050 ↗
16. Sharma N, Reja S I, Gupta N, Bhalla V, Kaur D, Arora S et al 2017 Org. Biomol. Chem. 15 100610.1039/C6OB02209J ↗
17. Hormozi-Nezhad M R and Taghipour M 2016 Anal. Methods 8 406410.1039/C6AY00083E ↗
18. Leyssens L, Vinck B, Van Der Straeten C, Wuyts F and Maes L 2017 Toxicology 387 4310.1016/j.tox.2017.05.015 ↗
19. Lauwerys R and Lison D 1994 Sci. Total Environ. 150 110.1016/0048-9697(94)90125-2 ↗
20. Linna A, Uitti J, Oksa P, Toivio P, Virtanen V, Lindholm H et al 2020 Int. Arch. Occup. Environ. Health 93 36510.1007/s00420-019-01488-3 ↗
21. Kumbar M, Patil S A, Toragalmath S S, Jawoor S S and Shettar A 2020 Inorg. Chim. Acta 500 11921010.1016/j.ica.2019.119210 ↗
22. Na Y J, Choi Y W, You G R and Kim C 2016 Sens. Actuators B-Chem. 223 23410.1016/j.snb.2015.09.098 ↗
23. Liu Q X, Hu Z L and Zhao Z X 2018 New J. Chem. 42 2004910.1039/C8NJ04983A ↗
24. Liu Y L, Yang L, Li L, Guo Y Q, Pang X X, Li P et al 2019 Molecules 24 1
25. Liu H B, Zhao H Y, Tong Z, Zhang Y, Lan B and Wang J 2017 Sens. Actuators B-Chem. 239 51110.1016/j.snb.2016.08.057 ↗
26. Yahaya I and Seferoglu Z 2018 Photochemistry and photophysics—Fundamentals to Applications. IntechOpen Book Series, London, 2018 p 180
27. Wang J and Ha C S 2011 Analyst 136 162710.1039/c0an00932f ↗
28. La M, Hao Y, Wang Z, Han G C and Qu L 2016 J. Anal. Methods Chem. 2016 146201310.1155/2016/1462013 ↗
29. Park G J, You G R, Choi Y W and Kim C 2016 Sens. Actuators B-Chem. 229 25710.1016/j.snb.2016.01.133 ↗
30. Bhowmick I, Boston D J, Higgins R F, Klug C M, Shores M P and Gupta T 2016 Sens. Actuators B-Chem. 235 32510.1016/j.snb.2016.05.053 ↗
31. Tavallali H, Deilamy-Rad G, Parhami A and Mousavi S Z 2013 J. Photochem. Photobiol. B 125 12110.1016/j.jphotobiol.2013.05.013 ↗
32. Männel-Croisé C and Zelder F 2009 Inorg. Chem. 48 127210.1021/ic900053h ↗
33. Knutson J R, Beechem J M and Brand L 1983 Chem. Phys. Lett. 102 50110.1016/0009-2614(83)87454-5 ↗
34. Zuker M, Szabo A G, Bramall L, Krajcarski D T and Selinger B 1985 Rev. Sci. Instrum. 56 1410.1063/1.1138457 ↗
35. Cardona C M, Li W, Kaifer A E, Stockdale D and Bazan G C 2011 Adv. Mater. 23 236710.1002/adma.201004554 ↗
36. Yi J, Ma Y, Dou J, Lin Y, Wang Y, Ma C Q et al 2016 Dyes Pigment 126 8610.1016/j.dyepig.2015.11.013 ↗
37. Leslee D B C, Sekara K and Kothot M M 2021 J. Photochem. Photobiol. A 415 11330310.1016/j.jphotochem.2021.113303 ↗
38. Pısal P, Deodhar M, Kale A, Nıgade G and Pawar S 2018 J. Pharm. Pharm. Sci. 10 57
39. Temel B A, Kurt B Z, Akar I and Keklik M 2020 J. Photochem. Photobiol A 400 11271510.1016/j.jphotochem.2020.112715 ↗
40. Zhang L and Li B 2009 Inorg. Chim. Acta 362 485710.1016/j.ica.2009.07.012 ↗
41. Li H, Wang J, Zhang S, Gong C and Wang F 2018 RSC Adv. 8 3188910.1039/C8RA05280H ↗
42. Song S, Ju D, Li J, Li D, Wei Y, Dong C et al 2009 Talanta 77 170710.1016/j.talanta.2008.10.008 ↗
43. Perepichka D F, Perepichka I F, Ivasenko O, Moore A J, Bryce M R, Kuz’mina L G et al 2008 Chem. Eur. J. 14 275710.1002/chem.200701459 ↗
44. Dias F B, Pollock S, Hedley G, Pålsson L O, Monkman A, Perepichka I I et al 2006 J. Phys. Chem. B 110 1932910.1021/jp0643653 ↗
45. Ghosh S, Alghunaim A S, Al-mashhadani M H, Krompiec M P, Hallett M and Perepichka I F 2018 J. Mater. Chem. C 6 376210.1039/C7TC05051H ↗
46. Lewkowicz A, Baranowska K, Bojarski P and Józefowicz M 2019 J. Mol. Liq. 285 75410.1016/j.molliq.2019.04.110 ↗
47. Biczok L, Berces T and Marta F 1993 J. Phys. Chem. 97 889510.1021/j100137a012 ↗
48. Murphy R S, Moorlag C P, Green W H and Bohne C 1997 J. Photochem. Photobiol. A 110 12310.1016/S1010-6030(97)00191-3 ↗
49. Erden I, Kiliçarslan F A and Erdoğmuş A 2015 Synth. React. Inorg. M 45 173310.1080/15533174.2013.867879 ↗
50. Wang J X and Zhao F 2011 Adv. Mater. Res. 239–242 261210.4028/www.scientific.net/AMR.239-242.2612 ↗
51. Olson E J and Bühlmann P 2011 J. Org. Chem. 76 840610.1021/jo201624p ↗
52. Weder H G, Schildknecet J, Lutz R A and Kesselrin P 1974 Eur. J. Biochem. 42 47510.1111/j.1432-1033.1974.tb03361.x ↗
53. Wang W, Wei J, Liu H, Liu Q and Gao Y 2017 Tetrahedron Lett. 58 102510.1016/j.tetlet.2017.01.010 ↗
54. Gao Y, Ma S, Ya X, Gao J, Han S, Li T et al 2020 Tetrahedron Lett. 61 15145210.1016/j.tetlet.2019.151452 ↗
55. Kumar B and Das S 2021 Chemical data collections 35 10075010.1016/j.cdc.2021.100750 ↗
56. Chan W C, Saad H M, Sim K S, Lee V S, Ang C W, Yeong K Y et al 2021 Spectrochim. Acta A 262 12009910.1016/j.saa.2021.120099 ↗
57. Bhalla P, Goel G, Tomer N and Malhotra R 2022 Inorg. Chem. Commun. 136 10918110.1016/j.inoche.2021.109181 ↗
58. Amuthakala S, Bharathi S and Rahiman A K 2023 Inorg. Chim. Acta 546 12130210.1016/j.ica.2022.121302 ↗
59. Rani B, Sharma N, Shrivastava R, Agarwala A and Verma V P 2023 J. Mol. Struct. 1274 13439610.1016/j.molstruc.2022.134396 ↗
60. Kumar S M, Jothi D, Munusamy S, Enbanathan S and Iyer S K 2023 J. Photochem. Photobiol. A 434 11426910.1016/j.jphotochem.2022.114269 ↗
61. Sayin S 2022 J. Mol. Struct. 1252 13221210.1016/j.molstruc.2021.132212 ↗