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

  • Marimuthu Senthilkumaran
  • Ramesh Kumar Chitumalla
  • Ganesan Vigneshkumar
  • Eswaran Rajkumar
  • Paulpandian Muthu Mareeswaran
  • Joonkyung Jang
Original Article


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.


Emission Cyclic voltammetry P-sulfonatocalix[4]arene NMR analysis DFT study 



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).

Supplementary material

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Supplementary material 1 (DOCX 1920 KB)


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Authors and Affiliations

  1. 1.Department of Industrial ChemistryAlagappa UniversityKaraikudiIndia
  2. 2.Department of Nanoenergy EngineeringPusan National UniversityBusanRepublic of Korea
  3. 3.Department of ChemistryMadras Christian College (Autonomous)ChennaiIndia

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