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

Crystals

Yousef Hijji¹  Rajeesha Rajan¹  Ismail Warad¹  Abdelkader Zarrouk²  Said Mansour³  Hamdi Ben Yahia³ 

[1] Department of Chemistry and Earth Sciences, Qatar University, Doha 2713, Qatar;Laboratory of Materials, Nanotechnology and Environment, Mohammed V University, Faculty of Sciences, 4 Av. Ibn Battuta, Rabat PO B.P. 1014 , Morocco;Qatar Environment and Energy Research Institute, Hamad Bin Khalifa University, Qatar Foundation, Doha 34110, Qatar;

关键词: crystal structure;    Schiff base;    DFT;    glucose amine;    salicylaldehyde;   

DOI  :  10.3390/cryst11020117

来源: DOAJ

【 摘 要 】

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.

【 授权许可】

Unknown