AI Article Synopsis

  • New complexes of 2-(N,N-dimethylamino)pyridine (2-DMAP) and 4-(N,N-dimethylamino)pyridine (4-DMAP) were synthesized with chloranilic acid (CLA) and characterized using various methods including X-ray diffraction and NMR spectroscopy.
  • Both complexes demonstrated proton transfer, leading to strong hydrogen bonds, and were found to have different crystallization structures.
  • Thermal analysis indicated that the methyl groups in 4-DMAP + CLA exhibit faster motion at room temperature compared to the slower motion of CH groups in 2-DMAP + CLA due to steric effects.

Article Abstract

New complexes of 2-(N,N-dimethylamino)pyridine with chloranilic acid (2-DMAP + CLA) and 4-(N,N-dimethylamino)pyridine with chloranilic acid (4-DMAP + CLA) were synthesized and characterized by single crystal X-ray diffraction, infrared spectroscopy, thermal analysis methods and H, C and N NMR spectroscopy. The NMR spectroscopies were carried out in both, DMSO solution and in the solid state (CPMAS NMR). The 2-DMAP + CLA and 4-DMAP + CLA complexes crystallize in centrosymmetric P-1 and P2/c space group, respectively. In both complexes, the phenomenon of proton transfer is observed, which results in the formation of strong N-H···O hydrogen bonds. Thermal decompositions of 2-DMAP + CLA and 4-DMAP + CLA complexes were studied by thermogravimetric analysis. Temperature dependent IR spectra revealed that methyl groups of 4-DMAP + CLA perform fast stochastic reorientational motion at room temperature which is slowed on cooling while in 2-DMAP + CLA reonrientational motion of CH groups is much slower due to steric effects.

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http://dx.doi.org/10.1016/j.saa.2024.124241DOI Listing

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