Paper
NJC
Evidence of Hydroxide- and Fluoride-Ion-Induced Fixation 41 Y. Jo, N. Chidalla and D.-G. Cho, Bis-ureidoquinoline as a
2ꢀ
of Atmospheric CO2 as a Trapped CO3
Anion, Inorg.
Selective Fluoride Anion Sensor through Hydrogen-Bond
Chem., 2012, 51, 1727–1738.
Interactions, J. Org. Chem., 2014, 79, 9418–9422.
25 N. Borah, A. Gogoi and G. Das, Competitive anion binding 42 B. C. Zhu, F. Yuan, R. X. Li, Y. M. Li, Q. Wei, Z. M. Ma, B. Du
aptitude of benzimidazole and amide functionality of a non-
symmetrical receptor in solid state and solution phase,
Supramol. Chem., 2016, 28, 275–283.
and X. L. Zhang, A highly selective colorimetric and ratio-
metric fluorescent chemodosimeter for imaging fluoride
ions in living cells, Chem. Commun., 2011, 47, 7098–7100.
26 Y. Marcus, Thermodynamics of solvation of ions. Part 43 Y. Kubo, M. Yamamoto, M. Ikeda, M. Takeuchi, S. Shinkai,
5.—Gibbs free energy of hydration at 298.15 K, J. Chem.
Soc., Faraday Trans., 1991, 87, 2995.
27 S. Ayoob and A. K. Gupta, Fluoride in Drinking Water: A
Review on the Status and Stress Effects, Crit. Rev. Environ.
Sci. Technol., 2006, 36, 433.
28 K. L. Kirk, Biochemistry of the Elemental Halogens and Inorganic
Halides, Plenum Press, New York, 1991, pp. 221–238.
29 K. Sebelius, Proposed HHS Recommendation for Fluoride
Concentration in Drinking Water for Prevention of Dental
Caries, Fed. Regist., 2011, 76, 2383–2388.
30 P. Das, A. K. Mandal, M. K. Kesharwani, E. Suresh,
B. Ganguly and A. Das, Receptor design and extraction
of inorganic fluoride ion from aqueous medium, Chem.
Commun., 2011, 47, 7398–7400.
S. Yamaguchi and K. Tamao, A colorimetric and ratiometric
fluorescent chemosensor with three emission changes:
fluoride ion sensing by a triarylborane–porphyrin conjugate,
Angew. Chem., Int. Ed., 2003, 42, 2036–2040.
44 A. K. Mahapatra, P. Karmakar, J. Roy, S. Manna, K. Maiti,
P. Sahoo and D. Mandal, Colorimetric and ratiometric
fluorescent chemosensor for fluoride ions based on phenan-
throimidazole (PI): spectroscopic, NMR and density functional
studies, RSC Adv., 2015, 5, 37935–37942.
45 S. Biswas, M. Gangopadhyay, S. Barman, J. Sarkar and
N. D. P. Singh, Simple and efficient coumarin-based colori-
metric and fluorescent chemosensor for F-detection: An
ON1–OFF–ON2 fluorescent assay, Sens. Actuators, B, 2016,
222, 823–832.
¨
31 H. Li, R. A. Lalancette and F. Jakle, Turn-on fluorescence 46 E. A. Katayev, Y. A. Ustynyuk and J. L. Sessler, Receptors for
response upon anion binding to dimesitylboryl-functionalized
quaterthiophene, Chem. Commun., 2011, 47, 9378–9380.
32 S. Rochat and K. Severin, A simple fluorescence assay for
the detection of fluoride in water at neutral pH, Chem.
Commun., 2011, 47, 4391–4393.
tetrahedral oxyanions, Coord. Chem. Rev., 2006, 250, 3004.
47 H. Weingartner, E. U. Franck, G. Wiegand, N. Dahmen,
G. Schwedt, F. H. Frimmel, B. C. Gordalla, K. Johannsen,
R. S. Summers, W. Holl, M. Jekel, R. Gimbel, R. Rautenbach
and W. H. Glaze, Ullman’s Encyclopedia of Industrial Chemistry,
Wiley-VCH Verlag GmbH & Co., 2000.
33 R. Hu, J. Feng, D. H. Hu, S. Q. Wang, S. Y. Li, Y. Li and
G. Q. Yang, A Rapid Aqueous Fluoride Ion Sensor with 48 B. A. Moyer and R. P. Singh, Fundamentals and Applications
Dual Output Modes, Angew. Chem., Int. Ed., 2010, 49,
of Anion Separations, Kluwer Academic, New York, 2004,
4915–4918.
pp. 107–114.
34 M. Cametti and K. Rissanen, Highlights on contemporary 49 B. A. Moyer, R. Custelcean, B. P. Hay, J. L. Sessler, K. Bowman-
recognition and sensing of fluoride anion in solution and in
the solid state, Chem. Soc. Rev., 2013, 42, 2016–2038.
35 Y. Zhou, J. F. Zhang and J. Yoon, Fluorescence and Colori-
James, V. W. Day and S.-O. Kang, A Case for Molecular
Recognition in Nuclear Separations: Sulfate Separation from
Nuclear Wastes, Inorg. Chem., 2013, 52, 3473–3490.
´
´˜
metric Chemosensors for Fluoride-Ion Detection, Chem. 50 A. B. Descalzo, K. Rurack, H. Weisshoff, R. Martınez-Manez,
´
Rev., 2014, 114, 5511–5571.
M. D. Marcos, P. Amoros, K. Hoffmann and J. Soto, Rational
36 E. J. Cho, B. J. Ryu, Y. J. Lee and K. C. Nam, Visible
Colorimetric Fluoride Ion Sensors, Org. Lett., 2005, 7(13),
2607–2609.
Design of a Chromo- and Fluorogenic Hybrid Chemosensor
Material for the Detection of Long-Chain Carboxylates,
J. Am. Chem. Soc., 2005, 127, 184–200.
37 S. Madhu and M. Ravikanth, Boron-Dipyrromethene Based 51 X. Zheng, W. Zhu, D. Liu, H. Ai, Y. Huang and Z. Lu, Highly
Reversible and Reusable Selective Chemosensor for Fluoride
Detection, Inorg. Chem., 2014, 53, 1646.
38 S. K. Sarkar, S. Mukherjee and P. Thilagar, Going beyond
selective colorimetric/fluorometric dual-channel fluoride
ion probe, and its capability of differentiating cancer cells,
ACS Appl. Mater. Interfaces, 2014, 6, 7996–8000.
Red with a Tri- and Tetracoordinate Boron Conjugate: 52 C. Saravanan, S. Easwaramoorthi, C.-Y. Hsiow, K. Wang,
Intriguing Near-IR Optical Properties and Applications in
Anion Sensing, Inorg. Chem., 2014, 53, 2343.
39 B. Sui, B. Kim, Y. Zhang, A. Frazer and K. D. Belfield,
M. Hayashi and L. Wang, Benzo-selenadiazole fluorescent
probes-near-IR optical and ratiometric fluorescence sensor
for fluoride ion, Org. Lett., 2014, 16, 354–357.
Highly Selective Fluorescence Turn-On Sensor for Fluoride 53 A. P. De Silva, H. Q. N. Gunaratne and C. P. McCoy, A
Detection, ACS Appl. Mater. Interfaces, 2013, 5, 2920–2923.
molecular photoionic AND gate based on fluorescent signalling,
40 M. Hirai, M. Myahkostupov, F. N. Castellano and F. P.
Nature, 1993, 364, 42–44.
¨
Gabbaı, 1-Pyrenyl- and 3-Perylenyl-antimony(V) Derivatives 54 B. Kumar, M. A. Kaloo, A. R. Sekhar and J. Sankar,
for the Fluorescence Turn-On Sensing of Fluoride Ions in
Water at Sub-ppm Concentrations, Organometallics, 2016,
35, 1854–1860.
A selective fluoride sensor and a digital processor with
‘‘Write–Read–Erase–Read’’ behaviour, Dalton Trans., 2014,
43, 16164–16168.
16504 | New J. Chem., 2019, 43, 16497--16505 This journal is ©The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019