Citation: Pan Yu-Chen, Tian Han-Wen, Peng Shu, Hu Xin-Yue, Guo Dong-Sheng. Molecular recognition of sulfonatocalixarene with organic cations at the self-assembled interface: a thermodynamic investigation[J]. Chinese Chemical Letters, ;2017, 28(4): 787-792. doi: 10.1016/j.cclet.2016.12.027 shu

Molecular recognition of sulfonatocalixarene with organic cations at the self-assembled interface: a thermodynamic investigation

a.
Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China
b.
Collaborative Innovation Center of Chemical Science and Engineering, Nankai University, Tianjin 300071, China

Corresponding author: Guo Dong-Sheng, dshguo@nankai.edu.cn
Received Date: 18 November 2016
Revised Date: 19 December 2016
Accepted Date: 21 December 2016
Available Online: 7 April 2017

Figures(4)

A microcalorimetric study on molecular recognition of p-sulfonatocalix[4] arene derivatives at self-assembled interface in comparison with in bulk water was performed, inspired by the dramatic change in physicochemical characteristics from bulk water to interface.A total of six cationic molecules were screened as model guests, including ammonium(NH₄⁺), guanidinium(Gdm⁺), N, N'-dimethyl-1, 4-diazabicyclo[2.2.2] octane(DMDABCO²⁺), tropylium(Tpm⁺), N-methyl pyridinium(N-mPY⁺)and methyl viologen(MV²⁺).The complexation with NH₄⁺, Gdm⁺ and DMDABCO²⁺ is pronouncedly enhanced when the recognition process moved from bulk water to interface, whereas the complexation stabilities with Tpm⁺, N-mPY⁺ and MV²⁺increase slightly or even decrease to some extent.A more interesting phenomenon arises from the NH₄⁺/Gdm⁺ pair that the thermodynamic origin at interface differs definitely from each other although with similar association constants.The results were discussed in terms of differential driving forces, electrostatic, hydrogen bond as well as π-stacking interactions, originating from the unique physicochemical features of interfaces, mainly the polarity and dielectric constant.
- Molecular recognition,
- Calixarene,
- Interface,
- Thermodynamics,
- Self-assembly
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