Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1409710 | Journal of Molecular Structure | 2011 | 8 Pages |
Abstract
Density functional calculations were performed on N,Nâ²-bis (2â²,4â²-dihydroxyphenyl)-1.4-quinonediimine, a hydroxyl-terminated quinonediimine with an additional meta-hydroxyl substituent on each outer ring. Results of the calculations were compared to experimental properties of the herein synthesized compound. The calculated LUMO levels for isomers of the title compound range from â2.764 to â3.279Â eV. The calculated electron affinities range from 1.398 to 1.989Â eV. Both the LUMO levels and electron affinities are greatest in magnitude for the syn, anti isomer. The HOMO levels, on the other hand, range from â5.383Â eV (for the anti, anti isomer) to â5.541Â eV (syn, anti). The predicted electronic transitions for the molecule in ethanol solvent correspond closely to those seen at 580 and 254Â nm. The isomers vary widely in energy, leading to a marked preference for the syn, syn (outer) isomer - a direct result of the steric effect of the hydroxyl group at the 2â² position.
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Authors
Lawrence T. Jr., Justine M. Pagillo,