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  2. Antiaromaticity - Wikipedia

    en.wikipedia.org/wiki/Antiaromaticity

    The prototypical example of antiaromaticity, cyclobutadiene, is the subject of debate, with some scientists arguing that antiaromaticity is not a major factor contributing to its destabilization. [2] Cyclooctatetraene appears at first glance to be antiaromatic, but is an excellent example of a molecule adopting a non-planar geometry to avoid ...

  3. 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 ...

  4. 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 4n + 2 π-electrons, where n is a non-negative integer.

  5. Baird's rule - Wikipedia

    en.wikipedia.org/wiki/Baird's_rule

    In organic chemistry, Baird's rule estimates whether the lowest triplet state of planar, cyclic structures will have aromatic properties or not. The quantum mechanical basis for its formulation was first worked out by physical chemist N. Colin Baird at the University of Western Ontario in 1972.

  6. Clar's rule - Wikipedia

    en.wikipedia.org/wiki/Clar's_rule

    In organic and physical organic chemistry, Clar's rule is an empirical rule that relates the chemical stability of a molecule to its aromaticity.It was introduced in 1972 by the Austrian organic chemist Erich Clar in his book The Aromatic Sextet.

  7. Maleic anhydride - Wikipedia

    en.wikipedia.org/wiki/Maleic_anhydride

    Maleic anhydride is a planar molecule. By virtue of the acid anhydride group, the alkene is electrophilic. On account of its cycle of 4 π electrons in an array of 5 atoms with p orbitals, maleic anhydride was long thought to exhibit antiaromaticity.

  8. 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.

  9. Aromatic ring current - Wikipedia

    en.wikipedia.org/wiki/Aromatic_ring_current

    A diagram of an aromatic ring current. B 0 is the applied magnetic field, the red arrow indicating its direction. The orange ring shows the direction of the ring current, and the purple rings show the direction of the induced magnetic field.