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  2. Hückel's rule - Wikipedia

    en.wikipedia.org/wiki/Hückel's_rule

    Benzene, the most widely recognized aromatic compound with six delocalized π-electrons (4n + 2, for n = 1). In organic chemistry , Hückel's rule predicts that a planar ring molecule will have aromatic properties if it has 4 n + 2 π-electrons , where n is a non-negative integer .

  3. Clar's rule - Wikipedia

    en.wikipedia.org/wiki/Clar's_rule

    For instance, Clar's rule can be used to predict several properties of graphene nanoribbons. [10] Aromatic π-sextets play an important part in the determination of the ground state of open shell biradical-type structures., [4] Clar's rule can rationalize the observed decrease in the bandgap of holey graphenes with increasing size. [11]

  4. Aromaticity - Wikipedia

    en.wikipedia.org/wiki/Aromaticity

    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 by the stabilization of conjugation alone.

  5. Aromatization - Wikipedia

    en.wikipedia.org/wiki/Aromatization

    Aromatization is a chemical reaction in which an aromatic system is formed from a single nonaromatic precursor. Typically aromatization is achieved by dehydrogenation of existing cyclic compounds, illustrated by the conversion of cyclohexane into benzene.

  6. Möbius aromaticity - Wikipedia

    en.wikipedia.org/wiki/Möbius_aromaticity

    In contrast to the rarity of Möbius aromatic ground state molecular systems, there are many examples of pericyclic transition states that exhibit Möbius aromaticity. The classification of a pericyclic transition state as either Möbius or Hückel topology determines whether 4N or 4N + 2 electrons are required to make the transition state aromatic or antiaromatic, and therefore, allowed or ...

  7. Category:Aromatic compounds - Wikipedia

    en.wikipedia.org/wiki/Category:Aromatic_compounds

    Aromatic compounds, also known as arenes or aromatics, are chemical compounds that contain conjugated planar ring systems with delocalized pi electron clouds instead of discrete alternating single and double bonds. Typical aromatic compounds are benzene and toluene. They should satisfy Hückel's rule.

  8. Woodward–Hoffmann rules - Wikipedia

    en.wikipedia.org/wiki/Woodward–Hoffmann_rules

    Thermolysis converts 1 to (E,E) geometric isomer 2, but 3 to (E,Z) isomer 4.. The Woodward–Hoffmann rules (or the pericyclic selection rules) [1] are a set of rules devised by Robert Burns Woodward and Roald Hoffmann to rationalize or predict certain aspects of the stereochemistry and activation energy of pericyclic reactions, an important class of reactions in organic chemistry.

  9. Homoaromaticity - Wikipedia

    en.wikipedia.org/wiki/Homoaromaticity

    Homoaromaticity, in organic chemistry, refers to a special case of aromaticity in which conjugation is interrupted by a single sp 3 hybridized carbon atom. Although this sp 3 center disrupts the continuous overlap of p-orbitals, traditionally thought to be a requirement for aromaticity, considerable thermodynamic stability and many of the spectroscopic, magnetic, and chemical properties ...