Abstract
The structures of two new anthracenyl chalcones, namely (E)-1-(anthracen-9-yl)-3-(4-nitro-phen-yl)prop-2-en-1-one, C23H15NO3, and (E)-1-(anthracen-9-yl)-3-(4-iodo-phen-yl)prop-2-en-1-one, C23H15IO are reported. A structural comparative study between the two chalcones was performed and some effects on the geometrical parameters, such as planarity and dihedral angles, are described. The mol-ecular geometry was determined by single-crystal X-ray diffraction, and density functional theory (DFT) at B3LYP with the 6-311++G(d,p) basis set was applied to optimize the ground-state geometry. In addition, inter-molecular inter-actions responsible for the crystal packing were analysed. The electronic properties, such as excitation energies and HOMO-LUMO energies were calculated by time-dependent density functional theory (TD-DFT) and the results complement the experimental findings. The mol-ecular electrostatic potential (MEP) was also investigated at the same level of theory in order to identify and qu-antify the possible reactive sites.
Highlights
The structures of two new anthracenyl chalcones, namely (E)-1-(anthracen-9yl)-3-(4-nitrophenyl)prop-2-en-1-one, C23H15NO3, and (E)-1-(anthracen-9-yl)3-(4-iodophenyl)prop-2-en-1-one, C23H15IO are reported
The molecular geometry was determined by single-crystal X-ray diffraction, and density functional theory (DFT) at B3LYP with the 6– 311++G(d,p) basis set was applied to optimize the ground-state geometry
Intermolecular interactions responsible for the crystal packing were analysed. The electronic properties, such as excitation energies and HOMO– LUMO energies were calculated by time-dependent density functional theory (TD–DFT) and the results complement the experimental findings
Summary
The synthesis of new organic molecules and the characterization of their molecular properties are the necessary prerequisites for further research in modern technologies. Chalcone derivatives are an interesting type of organic NLO materials that can be tuned to match particular requirements In these systems, two aromatic rings have to be substituted with suitable electron-donor or acceptor groups to increase the asymmetric charge distribution in either or both the ground state and excited states, giving rise to an enhanced optical non-linearity (Rajesh Kumar et al, 2012). The title compounds contain an anthracene fused-ring system (strong electron donor) containing a nitro group or an iodine atom (strong electron acceptor) substituted at the para terminal position. Their investigation included characterization using UV–vis spectroscopy and computed studies of HOMO–LUMO energy gaps and molecular electrostatic potential (MEP)
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
