R. Satheeshkumar, K. Sayın, W. Kaminsky
Jan 15, 2017
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0
Influential Citations
11
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract 7-Chloro-9-(2'-chlorophenyl)-2,3-dihydroacridin-4( 1H )-one ( 3a ) and 7-chloro-9-(2'-fluorophenyl)-2,3-dihydroacridin-4-( 1H )-one ( 3b ) were synthesized from 2-amino-2′,5-dichlorobenzophenone ( 1a ) and 2-amino-5-chloro-2'-fluorobenzophenone ( 1b ) respectively with 1,2-cyclohexanedione ( 2 ) in the presence of 1-butyl-3-methylimidazolium tetrafluoroborate and InCl 3 condition. The synthesized compounds have been recorded of FT-IR, NMR spectra and the structure was further confirmed by using single crystal X-ray diffraction. The synthesized compounds have been further checked the photo physical properties like UV, emission and fluorescent quantum yields were calculated. FT-NMR spectra and 1 H and 13 C NMR chemical shifts have been measured and computational calculations of compounds 3 are done by using B3LYP method with 6-311G basis set in gas phase. Similarly calculated vibrational frequencies were found in good agreement with experimental findings. The optimized geometry of molecules 3 was compared with experimental XRD values. DFT calculations of the molecular electrostatic potential (MEP) and HOMO - LUMO frontier orbitals identified chemically active sites of compounds 3 responsible for its chemical reactivity.