Browsing by Author "Gutiérrez, Gustavo"
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Item Photochemical and Electrochemical Triggered Bis(hydrazone) Switch(Wiley-VCH Verlag, 2017-08-17) Gordillo, Mónica A.; Soto Monsalve, Mónica; Carmona Vargas, Christian C.; Gutiérrez, Gustavo; D'vries, Richard F.; Lehn, Jean Marie; Chau, Manuel N.Herein, we report the synthesis of a double hydrazone capable of undergoing photochemical E/Z isomerization through the imine double bonds. The bis(hydrazone) 1‐E,E can be considered as a “two‐arm” system in which the controlled movement of each arm is obtained by photo‐modulation, making possible the appearance of two isolable metastable isomeric states 1‐E,Z and 1‐Z,Z. Such states are characterized by very specific structural, optical, and electrochemical properties. The latter allows the reversible return from either 1‐E,Z or 1‐Z,Z to the 1‐E,E state. Our results are of great importance in the further development of molecular machines and photochemically controlled reactions by introducing for the first time double hydrazones as tunable photochemical switches.Item Structural, spectroscopic, and theoretical analysis of a molecular system based on 2-((2-(4- chlorophenylhydrazone)methyl)quinolone(Universidad Nacional de Colombia, 2018-12-02) Romero, Elkin L.; Soto-Monsalve, Mónica; Gutiérrez, Gustavo; Zuluaga, Fabio; D'Vries, Richard F.; Chaur, Manuel N.A novel molecular system based on 2-((2-(4-chlorophenylhydrazone)methyl)quinoline (1-E) was synthesized. Interconversion of 1-E to its configurational isomer 1-Z was achieved using UV radiation (250 W Hg lamp). Such isomerization was monitored by1H-NMR. The results suggest that the hydrazone derivative can act as a chemical brake in solution. This molecular system was structurally (Single Crystal X-Ray diffraction and DFT calculations) and spectroscopically (NMR, UV, and IR) characterized. Electrochemical measurements showed that configurational changes induce differential redox behavior. In this regard, the reported quinoline system exhibits different dynamic absorption and electrochemical properties that are modulated by UV-light. Therefore, 1-E can be regarded as a potential photo-electrochemical switch. © 2018, Universidad Nacional de Colombia. All rights reserved.