Synthesis, Spectroscopic Evaluations and UV-Vis Titration Studies of New Symmetrical Amide Compounds Derived from N-6-[(4-pyridylmethylamino)carbonyl]-pyridine-2-carboxylic Acid Methyl Ester

• DOI: 10.48048/tis.2024.7405
• Publication Date: 2024-03-08T04:46:50Z
• Authors: Maisara Abdul Kadir; Nur Shuhaila Hary...; Hafiza Mohamed Zuki; Syara Kassim; Karimah Kassim
• Keywords: Amide

In this study, 2 flexible and pre-organized tetraamide compounds derived from N-6-[(4-pyridylmethylamino)carbonyl]-pyridine-2-carboxylic acid methyl ester namely 1,2-bis[N,N’-6-(4-pyridylmethylamido)pyridyl-2-carboxyamido]pentane (L1) 1,2-bis[N,N’-6-(4-pyridylmethylamido)pyridyl-2-carboxyamido]hexane (L2) have been successfully synthesized when reacted with diamines in 1:2 ratio. These new were built combination of 3 main components, as a trend requires for anion receptor which are (i) 2,6-pyridine dicarboxamide moieties targeted binding host, (ii) amino pyridine pendants arms the (iii) pentyl (-C5H10-) hexyl (-C6H12-) unit spacer. Compounds L1-L2 fully characterized by using elemental analyzer, Fourier transform infrared (FTIR) spectroscopy, gas chromatography-mass spectroscopy (GC-MS), 1H, 2D NOESY 13C Nuclear Magnetic Resonance (NMR) spectroscopies, Ultraviolet-visible (UV-Vis) spectroscopies. titration methods used to identify affinity towards selected anions. The results showed that L1 (having spacer) had highest phosphate anions compared L2, where red shift changes observed UV-vis spectrum at amide region. HIGHLIGHTS Two novel structure designed use potential receptors linker allow hydrogen bonding interaction molecules variety different geometries Anion studies revealed good affinities suggested Hofmeister GRAPHICAL ABSTRACT