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Spectral and electrochemical investigation of 1,8-diaminonaphthalene upon encapsulation of p-sulfonatocalix[4]arene

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Abstract

The 1,8-diaminonaphthalene has various optical applications and electropolymerisation characteristics. The interaction of 1,8-diaminonaphthalene with p-sulfonatocalix[4]arene is studied using absorption, emission, excited state lifetime, and electrochemical techniques. The binding constant values calculated from these techniques are around 102–105 M−1, which emphasizes the efficient binding of 1,8-diaminonaphthalene with p-sulfonatocalix[4]arene. The excited state lifetime is enhanced in the presence of p-sulfonatocalix[4]arene and the propensity of polymerization of 1,8-diaminonaphthalene under electrical environment is inhibited in the presence of p-sulfonatocalix[4]arene. The structure and the mode of binding between 1,8-diaminonaphthalene with p-sulfonatocalix[4]arene complex is studied using 1H NMR and rotating frame overhauser effect spectroscopy (ROESY) techniques.

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Acknowledgements

We acknowledge the financial support of Department of science and Technology (DST INSPIRE) [Project number—IFA14/CH-147], India.

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Correspondence to Paulpandian Muthu Mareeswaran.

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Saravanan, C., Senthilkumaran, M., Ashwin, B.C.M.A. et al. Spectral and electrochemical investigation of 1,8-diaminonaphthalene upon encapsulation of p-sulfonatocalix[4]arene. J Incl Phenom Macrocycl Chem 88, 239–246 (2017). https://doi.org/10.1007/s10847-017-0729-1

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