Synthesis and UV Spectra of Aromatic Oligosulfonate-bridged Macrocycles

doi:10.11944/j.issn.1000-0518.2015.03.140231

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (3): 292-298.DOI: 10.11944/j.issn.1000-0518.2015.03.140231

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Synthesis and UV Spectra of Aromatic Oligosulfonate-bridged Macrocycles

ZHANG Dechun, WANG Wen'ge^*, SUN Aiming, LIU Kaijian, OU Lijuan, LI Aiyang

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

Received:2014-07-01 Accepted:2014-11-06 Published:2015-03-02 Online:2015-03-02
Contact: Wen'ge WANG
Supported by:
Supported by the Project of Hunan Provincial Key Building Subject and the Project 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)

Abstract

Abstract:

A series of aromatic oligosulfonate-bridged macrocyclic compounds was synthesized using aromatic disulfonyl chlorides and aromatic diphenol as the starting materials. The products were characterized by IR, ¹H NMR,¹³C NMR and MALDI-TOF-MS. The synthetic methods, UV spectra and variable-temperature ¹H NMR experiments were also discussed herein. UV spectra maximum absorption peaks of compounds 3~5 and compound 6 in DMF solutions are at 266 nm and 267 nm, respectively. The molar absorption coefficients are 4.65×10⁴, 5.61×10⁴, 5.09×10⁴ and 9.98×10⁴ L/(mol·cm), respectively. The detection limits are 2.15×10^-7, 1.78×10^-7, 1.96×10^-7 and 1.00×10^-7 mol/L, respectively. Variable-temperature ¹H NMR experiments show that branched benzene rings can lock the conformation and facilitate the synthesis of desired macrocylces.

Key words: macrocyclic compound, sulfonate, synthesis, variable-temperature 1H NMR, UV spectra

CLC Number:

ZHANG Dechun, WANG Wen'ge, SUN Aiming, LIU Kaijian, OU Lijuan, LI Aiyang. Synthesis and UV Spectra of Aromatic Oligosulfonate-bridged Macrocycles[J]. Chinese Journal of Applied Chemistry, 2015, 32(3): 292-298.

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Synthesis and UV Spectra of Aromatic Oligosulfonate-bridged Macrocycles

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