SYNTHESIS, CHARACTERIZATION, AND ELECTRONIC AND STRUCTURAL CALCULATIONS OF SOME 1,4-DISUBSTITUTED CYCLOPENTA[d][1,2]OXAZINES

摘要

Our current work focuses upon the formation and characterization of some 1,4-disubstituted cyclopenta[d][1,2]oxazines via ring closure with hydroxyl-amine on a 1,2-diacyl cyclopentadiene precursor. Recently, we formed and characterized two fused-ring disubstituted oxazines (R = thienyl, 4-chlorophenyl) in high yield, which serve as precursors towards oxazine-based conducting polymers. X-Ray crystallographic analysis of the thienyl oxazine did show favorable pi-pi stacking, critical to effective intermolecular charge transfer. To further evaluate its electronic and optical properties, theoretical calculations were performed on the thienyl oxazine, including Natural Bond Orbital analysis. Calculated values suggest a strong potential for Non-Linear Optical applications.