Influence of aromatic nitro-substituents on auto-reusability of oxime-based fluoride receptors
The interaction of fluoride ion with three oxime based receptors containing additional aromatic nitro-substituents was studied by using colorimetric and NMR spectroscopy. Colorimetric responses of the receptors towards fluoride ion were found to be highly dependent on the position of the nitro substituent in the aromatic backbone. While the ortho and para nitro-substituted receptors showed intense colour change and associated colorimetric response upon addition of fluoride, the meta derivative did not provide any visible deviation in colour as well as colorimetric behaviour. Further, due to the presence of H-bond acceptor motif, the receptor–fluoride complexes formed by both ortho and para nitro-substituted derivatives are reasonably labile and dissociate to automatically result in the free receptor species within a short time span. This allowed reuse of the receptor solution for selective and successive recognition of fluoride by colorimetric technique without any external trigger.
KeywordsOxime receptors fluoride recognition
Generous financial support from SERB-DST (Grant No. EMR/2016/002178), New Delhi is gratefully acknowledged. S.B. thanks CSIR for Senior Research Fellowship. G.B. thanks UGC for Junior Research Fellowship.
- 4.Sessler J L, Gale P A and Cho W-S 2006 In Anion Receptor Chemistry (Cambridge, UK: RSC Publishing)Google Scholar
- 6.Cametti M and Rissanen K 2009 Recognition and sensing of fluoride anion Chem. Commun. 2809Google Scholar
- 11.Libra E R and Scott M J 2006 Metal salen complexes incorporating triphenoxymethanes: efficient, size selective anion binding by phenolic donors with a visual report Chem. Commun. 1485Google Scholar
- 12.Connet P 2007 Professionals mobilize to end water fluoridation worldwide Fluoride 40 155Google Scholar