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Open Chemistry

formerly Central European Journal of Chemistry

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Volume 12, Issue 1

Issues

Volume 16 (2018)

Volume 15 (2017)

Volume 14 (2016)

Volume 13 (2015)

Volume 12 (2014)

Volume 11 (2013)

Volume 10 (2012)

Volume 9 (2011)

Volume 8 (2010)

Volume 7 (2009)

Volume 6 (2008)

Volume 5 (2007)

Volume 4 (2006)

Volume 3 (2005)

Volume 2 (2004)

Volume 1 (2003)

Novel ion-binding C3 symmetric tripodal triazoles: synthesis and characterization

Gábor Neumajer
  • Department of Pharmaceutical Chemistry, Semmelweis University, Hungarian Academy of Sciences, Budapest, H-1092, Hungary
  • Research Group of Drugs of Abuse and Doping Agents, Hungarian Academy of Sciences, Budapest, H-1092, Hungary
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 / Gergő Tóth
  • Department of Pharmaceutical Chemistry, Semmelweis University, Hungarian Academy of Sciences, Budapest, H-1092, Hungary
  • Research Group of Drugs of Abuse and Doping Agents, Hungarian Academy of Sciences, Budapest, H-1092, Hungary
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 / Szabolcs Béni
  • Department of Pharmaceutical Chemistry, Semmelweis University, Hungarian Academy of Sciences, Budapest, H-1092, Hungary
  • Research Group of Drugs of Abuse and Doping Agents, Hungarian Academy of Sciences, Budapest, H-1092, Hungary
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  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
 / Béla Noszál
  • Department of Pharmaceutical Chemistry, Semmelweis University, Hungarian Academy of Sciences, Budapest, H-1092, Hungary
  • Research Group of Drugs of Abuse and Doping Agents, Hungarian Academy of Sciences, Budapest, H-1092, Hungary
  • Email
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
Published Online: 2013-10-27 | DOI: https://doi.org/10.2478/s11532-013-0351-z

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Abstract

Novel C3 symmetric tripodal molecules were synthesized from cyclohexane 1,3,5-tricarboxylic acid. Utilizing click and Sonogashira reactions, ion-binding triazole and pyridazin-3(2H)-one units were incorporated to form polydentate ligands for ion complexation. The structures of the novel C3 symmetric derivatives were extensively characterized by 1H, 13C and 2D NMR techniques along with HRMS and IR. The copper(I)-binding potentials of these ligands were investigated by using them as additives in model copper(I)-catalysed azide-alkyne cycloaddition (CuAAC) reactions. The copper(I) complexation ability of our compound was also proved by different spectroscopic methods, such as mass spectrometry, UV and NMR spectroscopy. Based on the mass spectrometric data all of the C3 symmetric ligands formed 1:1 complex with copper(I) ion. The specific role of C3 symmetric polydentate form in the complexation process was also discussed

Keywords: Cycloaddition; NMR spectroscopy; CuAAC; RuAAC; Sonogashira reaction

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About the article

Published Online: 2013-10-27

Published in Print: 2014-01-01

Citation Information: Open Chemistry, Volume 12, Issue 1, Pages 115–125, ISSN (Online) 2391-5420, DOI: https://doi.org/10.2478/s11532-013-0351-z.

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