One-Pot Microwave-Assisted Synthesis of Water-Soluble Pyran-2,4,5-triol Glucose Amine Schiff Base Derivative: XRD/HSA Interactions, Crystal Structure, Spectral, Thermal and a DFT/TD-DFT

Abstract

The(3R,4R,6R)-3-(((E)-2-hydroxybenzylidene)amino)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol water-soluble Glucose amine Schiff base (GASB-1) product was made available by condensation of 2-hydroxybenzaldehyde with (3R,6R)-3-amino-6-(hydroxymethyl)-tetra-hydro-2H-pyran-2,4,5-triol under mono-mode microwave heating. A one-pot 5-minute microwave-assisted reaction was required to complete the condensation reaction with 90% yield and without having byproducts. The 3D structure of GASB-1 was solved from single crystal X-ray diffraction data and computed by DFT/6-311G(d,p). The Hirshfeld surface analysis (HSA), molecular electronic potential (MEP), Mulliken atomic charge (MAC), and natural population analysis (NPA) were performed. The IR and UV-Vis spectra were matched to their density functional theory(DFT) relatives and the thermal behavior was resolved in an open-room condition via thermogravimetry/Derivative thermogravimetry (TG/DTG) and differential scanning calorimetry (DSC). The highest occupied molecular orbital/lowest unoccupied molecular orbital (HOMO/LUMO), density of state (DOS), and time-dependence TD-DFT computations were correlated to the experimental electron transfer in water and acrylonitrile solvents.

Complementary Study Based on DFT of Optical and Electronic Properties of New Copolymer PVK-F8T2

“…This study allowed us to describe the conformity and the optoelectronic properties of PVK-F8T2 where calculations were carried out at the station installed in our laboratory via the Gaussian 09 [ 28 ]. This new theoretical study is based on the DFT and TD-DFT calculations implanted in Gaussian via the basis B3LYP 6-31 G (d.p) [ 29 , 30 , 31 , 32 , 33 , 34 ]. This basis takes into account both polarization and diffuse functions and includes the effects of electronic correlation for a lower cost in computing time.…”

Síntesis De Una Base De Schiff A Partir De Dopamina Y Cinamaldehído

“…La respectiva reacción de condensación, conlleva la eliminación de agua [1]. En la última década, las investigaciones sobre bases de Schiff han resultado útiles para sintetizar nuevos compuestos de gran estabilidad y versatilidad estructural, en ocasiones, con rutas diferentes de síntesis, ya sea por vía seca [2][3][4] o por la típica vía húmeda. Las iminas juegan un papel importante como ligantes, como intermediarios de otras moléculas [5] y en el desarrollo de modelos estereoquímicos de grupos principales [6].…”