New Amino/Amide Type Macrocycle: Synthesis, Characterization and Acidity/Basicity Constants

Authors

  • Lic. Yennys Hernández-Molina Facultad de Ciencias Naturales, Universidad de Oriente, Santiago de Cuba
  • Dr. C. Armando Ferrer-Serrano Facultad de Ciencias Naturales, Universidad de Oriente, Santiago de Cuba
  • Lic. Marian Blanco-Ponce Facultad de Ciencias Naturales, Universidad de Oriente, Santiago de Cuba

Abstract

A new amine/amide type macrocycle compound was synthesized using N-hydroxysuccinimide-activated isophtalic acid and N,N’-bis(3-aminopropyl)-1,3-propanediamine as starting compounds, via High Dilution Method with a yield of 72%. Its structure was confirmed by 1HNMR, ESI-MS-MS and Elemental Analysis. Acidity/Basicity constants of the synthesized compound were determined by using the potentiometric method, resulting in four basicity constants, which correspond to the values reported for other secondary amines, and one acidity constant, presumably belonging to the hydrolysis of a molecule of water bound by hydrogen bonds to the amide groups of the macrocycle and not to the deprotonation of one of these groups.

Keywords: macrocycle, amine/amide, synthesis, basicity.

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Published

2015-11-02

How to Cite

Hernández-Molina, L. Y., Ferrer-Serrano, D. C. A., & Blanco-Ponce, L. M. (2015). New Amino/Amide Type Macrocycle: Synthesis, Characterization and Acidity/Basicity Constants. Revista Cubana De Química, 26(1), 32–36. Retrieved from https://cubanaquimica.uo.edu.cu/index.php/cq/article/view/307

Issue

Vol. 26 No. 1 (2014)

Section

Artículos

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