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Title: | Multiple Reversible Dynamics of Pyrimidine Based Acylhydrazones |
Authors: | Arango, Alejandra M. Wist, Julien Ellena, Javier Alcides D'Vries, Richard Fernando Chaur, Manuel N. |
Keywords: | Acylhydrazone Configurational isomerization Conformational isomerism Dynamic chemistry |
Issue Date: | 8-May-2020 |
Publisher: | Wiley-VCH Verlag |
Abstract: | We employed (Z)‐N'‐[phenyl(pyrimidin‐2‐yl)methylene]nicotinohydrazide (2) and (Z)‐4‐(dimethylamino)‐N'‐[phenyl(pyrimidin‐2‐yl)methylene]benzohydrazide (3) as cores of dynamic chemical systems whose different states are modulated, in a reversible fashion, through specific physical and chemical stimuli. The structure of the compounds was determined by Nuclear Magnetic Resonance (NMR) techniques (1D and 2D) and confirmed by single‐crystal X‐ray diffraction. By Variable temperature (VT) 1H NMR experiments and DFT calculations, the conformational isomerism of 2 was studied and added as an additional input for the dynamic system. Additionally, 2 exhibits configurational E/Z isomerization mediated by pH variations and UV light. On the other hand, configurational isomerism locks an unlocks a tridentate pocket for metal cation coordination in both 2 and 3. All the different dynamic states configurational/conformational isomerism and locked and unlocked coordination constitute a development in the field of systems of multiple dynamics suitable for molecular machines. |
URI: | http://repository.usc.edu.co/handle/20.500.12421/4530 |
ISSN: | 1434-193X |
Appears in Collections: | Artículos Científicos |
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Multiple Reversible Dynamics of Pyrimidine Based Acylhydrazones.png | 101.54 kB | image/png | View/Open |
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