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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.
According to Clar's rule, [20] the resonance structure of a PAH that has the largest number of disjoint aromatic pi sextets—i.e. benzene-like moieties—is the most important for the characterization of the properties of that PAH. [21] Benzene-substructure resonance analysis for Clar's rule
Two different resonance forms of benzene (top) combine to produce an average structure (bottom). In organic chemistry, aromaticity is a chemical property describing the way in which a conjugated ring of unsaturated bonds, lone pairs, or empty orbitals exhibits a stabilization stronger than would be expected from conjugation alone.
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In physical organic chemistry, the Swain–Lupton equation is a linear free energy relationship (LFER) that is used in the study of reaction mechanisms and in the development of quantitative structure activity relationships for organic compounds.
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 ]
Under Corey–Kim conditions allylic and benzylic alcohols have a tendency to evolve to the corresponding allyl and benzyl chlorides unless the alcohol activation is very quickly followed by addition of triethylamine. In fact, Corey–Kim conditions —with no addition of triethylamine— are very efficient for the transformation of allylic and ...
Allylic shifts become the dominant reaction pathway when there is substantial resistance to a normal (non-allylic) substitution. For nucleophilic substitution, such resistance is known when there is substantial steric hindrance at or around the leaving group, or if there is a geminal substituent destabilizing an accumulation of positive charge.