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.