Interactions of nitrosonium salts with crown ethers

IF 2 3区 化学 Q2 CHEMISTRY, ORGANIC Journal of Heterocyclic Chemistry Pub Date : 1982-09-01 DOI:10.1002/jhet.5570190523
Gwi Suk Heo, Patrick E. Hillman, Richard A. Bartsch
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引用次数: 7

Abstract

Interactions of nitrosonium tetrafluoroborate and hexafluorophosphate with 18-crown-6, 15-crown-5, and 12-crown-4 in dichloromethane, acetonitrile, and nitromethane have been probed by a combination of proton magnetic resonance spectroscopy, infrared spectroscopy, and conductance measurements. The stoichiometrics of the crown ether-nitrosonium salt complexes were one mole of 18-crown-6 per mole of nitrosonium salt and two moles of 12-crown-4 per mole of nitrosonium salt in all solvents. For 15-crown-5, the one-to-one stoichiometry observed in acetonitrile and nitromethane changed to two moles of crown ether per mole of nitrosonium salt in dichloromethane. The nature of these complexes is discussed. Treatment of a solution of equimolar nitrosonium hexafluorophosphate and 18-crown-6 in dichloromethane with water produced hydronium hexafluorophosphate-18-crown-6 complex.

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亚硝基盐与冠醚的相互作用
利用质子磁共振波谱、红外波谱和电导测量等方法,研究了四氟硼酸亚硝基铵和六氟磷酸亚硝基铵在二氯甲烷、乙腈和硝基甲烷中与18-冠- 6,15 -冠-5和12-冠-4的相互作用。在所有溶剂中,冠醚-亚硝基盐配合物的化学计量量为每摩尔亚硝基盐1摩尔18冠-6和每摩尔亚硝基盐2摩尔12冠-4。对于15-冠-5,在乙腈和硝基甲烷中观察到的一对一的化学计量变为2摩尔冠醚比1摩尔亚硝基盐在二氯甲烷中。讨论了这些配合物的性质。用水处理二氯甲烷中的等摩尔六氟磷酸亚硝基铵和18-冠-6溶液,可制得六氟磷酸氢-18-冠-6配合物。
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来源期刊
Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry 化学-有机化学
CiteScore
5.20
自引率
4.20%
发文量
177
审稿时长
3.9 months
期刊介绍: The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.
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Issue Information Issue Information Issue Information Correction to “Synthesis and Antitumor Activity of New Metronidazole-Linked Thiophene or Pyrazole Analogues” Synthesis, Reactions, and Biological Evaluation Potential of Coumarin Derivatives: Review
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