Synthesis of Aromatic Oligosulfonate-Bridged Macrocycles and Selective Recognition of Sn2+ and Bi3+

doi:10.11944/j.issn.1000-0518.2015.06.140335

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (6): 629-635.DOI: 10.11944/j.issn.1000-0518.2015.06.140335

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Synthesis of Aromatic Oligosulfonate-Bridged Macrocycles and Selective Recognition of Sn²⁺ and Bi³⁺

ZHANG Dechun, WANG Wen'ge^*, LIU Hongwei, ZHANG Chanjuan, PENG Huibing

Department of Materials & Chemical Engineering,Hu'nan Institute of Technology,Hengyang,Hu'nan 421002,China

Received:2014-09-28 Accepted:2015-01-28 Published:2015-06-10 Online:2015-06-10
Contact: WANG Wen'ge
Supported by:
Supported by the Hu'nan Provincial Key Building Subject, the Fund of State Key Laboratory Cultivation Base for the Chemistry and Molecular Engineering of Medicinal Resources,Ministry of Science and Technology of China(No.CMEMR2011-03), the Henyang Municipal Development Project of Science and Technology(No.2014KS39)

Abstract

Abstract:

Three aromatic oligosulfonate-bridged macrocyclic compounds were synthesized using 4,6-dialkoxy-benzene-1,3- disulfonyl dichlorides and aromatic diphenol as the starting materials, triethylamine as the acid binding agent, and dichloromethane as the solvent. The products were characterized by IR, ¹H NMR, ¹³C NMR, MALDI-TOF techniques. The recognition capabilities of aromatic oligosulfonate-bridged macrocyclic compound 5 for 20 metal ions were studied by UV spectroscopy. Compound 5 has certain recognition abilities for Sn²⁺. If Bi³⁺ solution is added into compound 5 and Sn²⁺ system, the absorption peak at 325 nm increases greatly in UV spectroscopy because of the synergy effect of Sn²⁺ and Bi³⁺, suggesting that compound 5 has better recognition ability for Bi³⁺ than that for Sn²⁺.

Key words: macrocyclic compound, sulfonate, synthesis, UV-Vis spectra, metal ion recognition

CLC Number:

ZHANG Dechun, WANG Wen'ge, LIU Hongwei, ZHANG Chanjuan, PENG Huibing. Synthesis of Aromatic Oligosulfonate-Bridged Macrocycles and Selective Recognition of Sn²⁺ and Bi³⁺[J]. Chinese Journal of Applied Chemistry, 2015, 32(6): 629-635.

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Synthesis of Aromatic Oligosulfonate-Bridged Macrocycles and Selective Recognition of Sn²⁺ and Bi³⁺

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