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Clar's rule states that for a benzenoid polycyclic aromatic hydrocarbon (i.e. one with only hexagonal rings), the resonance structure with the largest number of disjoint aromatic π-sextets is the most important to characterize its chemical and physical properties.
The model for benzene consists of two resonance forms, which corresponds to the double and single bonds superimposing to give rise to six one-and-a-half bonds. Benzene is a more stable molecule than would be expected without accounting for charge delocalization.
One traditional explanation is given by Clar's rule. QTAIM shows that a calculated stabilization of 8 kcal/mol (33 kJ/mol) for phenanthrene is the result of destabilization of the compound by 8 kcal/mol (33 kJ/mol) originating from electron transfer from carbon to hydrogen, offset by 12.1 kcal (51 kJ/mol) of stabilization due to a H...H bond path.
Erich Clar (23 August 1902 – 27 March 1987) was an Austrian organic chemist, born in Hřensko, who studied polycyclic aromatic hydrocarbon chemistry. He is considered as the father of that field. [ 1 ]
The Buchner ring expansion is a two-step organic C-C bond forming reaction used to access 7-membered rings. The first step involves formation of a carbene from ethyl diazoacetate, which cyclopropanates an aromatic ring. The ring expansion occurs in the second step, with an electrocyclic reaction opening the cyclopropane ring to form the 7 ...
This intermediate L n MR(R') is formed in a two-step process from a low valence precursor L n M. The oxidative addition of an organic halide (RX) to L n M gives L n MR(X). Subsequently, the second partner undergoes transmetallation with a source of R' − .
It began with the Euler beta function model of Gabriele Veneziano in 1968 for a 4-particle amplitude which has the property that it is explicitly s–t crossing symmetric, exhibits duality between the description in terms of Regge poles or of resonances, and provides a closed-form solution to non-linear finite-energy sum rules relating s- and t ...
The ratio of the two possible carbonyl products (I and II) obtained is determined by the relative migratory abilities of the carbonyl substituents (R 1 and R 2). In general, the R-group most capable of stabilizing the partial positive charge formed during the rearrangement migrates preferentially.