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Spectral, Electrochemical and Computational Investigations of Binding of n-(4-Hydroxyphenyl)-imidazole with p-Sulfonatocalix[4]arene

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Abstract

The interaction of n-(4-hydroxyphenyl)-imidazole with p-sulfonatocalix[4]arene is studied using fluorescence technique. The quenching of fluorescence intensity explains the efficiency of binding via binding constant and quenching constant. The excited state lifetime of n-(4-hydroxyphenyl)-imidazole is decreased upon interaction with p-sulfonatocalix[4]arene. The cyclic voltametric studies emphasized the interaction of n-(4-hydroxyphenyl)-imidazole with p-sulfonatocalix[4]arene. Quantum chemical calculations are carried out to study the interactions as well as charge transfer between the host and the guest upon complexation. The simulations revealed that the n-(4-hydroxyphenyl)-imidazole interacts with p-sulfonatocalix[4]arene with horizontal orientation with in the p-sulfonatocalix[4]arene cavity.

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Acknowledgements

Authors gratefully thank Department of science and Technology (DST INSPIRE) [Project number - IFA14/CH-147], India for financial support. This research was supported by Korea Research Fellowship program funded by the Ministry of Science, ICT and Future Planning through the National Research Foundation of Korea (2016H1D3A1936765).

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Correspondence to Joonkyung Jang or Paulpandian Muthu Mareeswaran.

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Marimuthu Senthilkumaran and Kalimuthu Maruthanayagam contributed equally to this manuscript.

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Senthilkumaran, M., Maruthanayagam, K., Vigneshkumar, G. et al. Spectral, Electrochemical and Computational Investigations of Binding of n-(4-Hydroxyphenyl)-imidazole with p-Sulfonatocalix[4]arene. J Fluoresc 27, 2159–2168 (2017). https://doi.org/10.1007/s10895-017-2155-6

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