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Investigation of the upper rim binding of triphenylpyrylium cation with p-sulfonatocalix[4]arene

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Abstract

The interaction of 2,4,6-triphenylpyrylium cation with p-sulfonatocalix[4]arene is studied using absorption, emission, NMR and electrochemical techniques. The increase in the absorption is observed with the increase in the concentration of p-sulfonatocalix[4]arene. The emission intensity of 2,4,6-triphenylpyrylium cation is also enhanced in the presence of p-sulfonatocalix[4]arene. The electrochemical titration reveals the presence of host–guest interaction. The NMR analysis explains the upper rim interaction of 2,4,6-triphenypyrylium cation with p-sulfonatocalix[4]arene. The mode of binding is studied using computational methods. The quantum chemical simulations reveal the binding orientation of cationic TPP with p-SC4. The calculated complexation energy (− 33.19 kcal mol−1) indicates the strong binding nature of 2,4,6-triphenylpyrylium cation with p-sulfonatocalix[4]arene.

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Acknowledgements

We acknowledge the financial support of Department of Science and Technology, Ministry of Science and Technology (DST INSPIRE) (Project number—IFA14/CH-147), India and this work was supported by the Korea Research Fellowship Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Science and ICT (2016H1D3A1936765).

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  1. Department of Industrial Chemistry, Alagappa University, Karaikudi, Tamil Nadu, 630 003, India

    Marimuthu Senthilkumaran, Ganesan Vigneshkumar & Paulpandian Muthu Mareeswaran

  2. Department of Nanoenergy Engineering, Pusan National University, Busan, 609-735, Republic of Korea

    Ramesh Kumar Chitumalla & Joonkyung Jang

  3. Department of Chemistry, Madras Christian College (Autonomous), Chennai, Tamil Nadu, 600 059, India

    Eswaran Rajkumar

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  1. Marimuthu Senthilkumaran
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Senthilkumaran, M., Chitumalla, R.K., Vigneshkumar, G. et al. Investigation of the upper rim binding of triphenylpyrylium cation with p-sulfonatocalix[4]arene. J Incl Phenom Macrocycl Chem 91, 161–169 (2018). https://doi.org/10.1007/s10847-018-0809-x

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