✦ LIBER ✦
Geometric Aspects of Aromaticity: Interrelations between Intramolecular Hydrogen Bonds, Steric Effects and π-Electron Delocalisation in Nitroanilines
✍ Scribed by Irena Majerz; Teresa Dziembowska
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- English
- Weight
- 399 KB
- Volume
- 2011
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
Abstract
The influence of intramolecular hydrogen bonds and steric hindrance on distortion from planarity of the benzene ring and its aromaticity is shown for a series of substituted 2,4,6‐trinitroanilines. The crystal structure geometry and thegeometry optimized at the B3LYP/6‐311++G** level are compared with analogues without intramolecular hydrogen bonds. The HOMA index and the parameter Δ__P__ describing the distortion from planarity of the benzene ring were used to characterize the aromacity of the investigated molecules. NBO and AIM analysis were also applied.