New Insights into Acylhydrazones E / Z Isomerization: An Experimental and Theoretical Approach.
Sara Fernández-PalaciosEsther MatamorosIsabel Morato RojasJuan T López NavarreteM Carmen Ruiz DelgadoYolanda VidaEzequiel Pérez-InestrosaPublished in: International journal of molecular sciences (2023)
A family of acylhydrazones have been prepared and characterized with the aim of investigating their potential as information storage systems. Their well-established synthetic methodologies allowed for the preparation of seven chemically stable acylhydrazones in excellent yields that have been photophysically and photochemically characterized. In addition, DFT and TD-DFT calculations have been performed to gain more insights into the structural, energetic and photophysical properties of the E / Z isomers. Our results reveal that E / Z configurational isomerization upon irradiation is highly dependent on the stabilization of the E or Z isomers due to the formation of intramolecular H bonds and the electronic/steric effects intrinsically related to their structures. In addition, Raman spectroscopy is also used to confirm the molecular structural changes after the formation of hydrogen bonds in the isomers.
Keyphrases
- raman spectroscopy
- density functional theory
- molecular docking
- molecular dynamics
- high resolution
- molecular dynamics simulations
- genome wide
- healthcare
- human health
- gene expression
- radiation induced
- risk assessment
- crystal structure
- climate change
- radiation therapy
- energy transfer
- transition metal
- drug induced
- social media
- tandem mass spectrometry