Topology-driven physicochemical properties of π-electron systems. 1. Does the clar rule work in cyclic π-electron systems with the intramolecular hydrogen or lithium bond?

• Published in: Journal of organic chemistry Vol. 71; no. 20; pp. 7678 - 7682
• Main Authors: KRYGOWSKI, T. M, ZACHARA, J. E, OSMIALOWSKI, B, GAWINECKI, R
• Format: Journal Article
• Language: English
• Published: Washington, DC American Chemical Society 29.09.2006
• Subjects: Chemistry; Condensed benzenic and aromatic compounds; Exact sciences and technology; Organic chemistry; Preparations and properties; Intramolecular reaction; Phenanthrene derivatives; Stability; Separation; Aromaticity; Prediction; Theoretical study; Lithium; Anthracene derivatives; Naphthalene derivatives; Pi electron system; Triphenylene; Ketoenol; Cyclic compound; Phenols; Cations; Aromatic compound; Moller Plesset partition; Physicochemical properties

The Clar model predicting stability and electron distribution in benzenoid hydrocarbons seems to be also a good predictor for related properties in lithium o-acylphenolates and to a lesser extent in the phenols themselves. This conclusion is based on analysis of geometry changes in the analogues of...