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Studies on the synthesis and properties of open-chain and macrocyclic crown compounds

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Abstract

Eight new open-chain crown compounds (1–8) and two new macrocyclic crown ethers (9 and10) were synthesized from 1,5-bis(2-aminophenoxy)-3-oxapentane (15) and 1,8-bis(2-aminophenoxy)-3,6-dioxaoctane (16) which were prepared by the catalytic hydrogenation of the corresponding bis(2-nitrophenoxy) derivatives13 and14. The fluorescent property investigation of two open-chain crown ethers (7 and8) indicated that they exhibit complexing effects on Ag+ and Mn2+ cations and can be used as fluorescent reagents for the microanalysis of the metal cations. The pyrolysis kinetics measurement for compounds5 and6 in nitrogen and air was carried out, and their reaction orders and activation energy were obtained. They are one-step and two-step pyrolysis reactions in nitrogen and air, respectively.

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Correspondence to Jiumin Si or Tongsheng Xu or Haoyun An.

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Si, J., Wu, Y., Cai, L. et al. Studies on the synthesis and properties of open-chain and macrocyclic crown compounds. J Incl Phenom Macrocycl Chem 17, 249–258 (1994). https://doi.org/10.1007/BF00708784

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Key words

  • Open-chain crown compounds
  • macrocyclic crown ethers
  • fluorescent properties
  • pyrolysis kinetics