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  2. 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.

  3. 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 ...

  4. Bredt's rule - Wikipedia

    en.wikipedia.org/wiki/Bredt's_rule

    In organic chemistry, an anti-Bredt molecule is a bridged molecule with a double bond at the bridgehead. Bredt's rule is the empirical observation that such molecules only form in large ring systems. For example, two of the following norbornene isomers violate Bredt's rule, and are too unstable to prepare: Bridgehead atoms violating Bredt's ...

  5. Clar's rule - Wikipedia

    en.wikipedia.org/wiki/Clar's_rule

    Clar's rule is widely applied in the fields of chemistry and materials science. 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 ...

  6. Hückel's rule - Wikipedia

    en.wikipedia.org/wiki/Hückel's_rule

    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. The quantum mechanical basis for its formulation was first worked out by physical chemist Erich Hückel in 1931.

  7. Aromatic ring current - Wikipedia

    en.wikipedia.org/wiki/Aromatic_ring_current

    In this method, negative NICS values indicate aromaticity, and positive values indicate antiaromaticity. [6] [7] There are a variety of methods to calculate NICS values, however, the most robust method for calculating NICS values involves scanning the molecule in a NICSzz scan. In this process, the NICS value is calculated above the rings, and ...

  8. Möbius aromaticity - Wikipedia

    en.wikipedia.org/wiki/Möbius_aromaticity

    In organic chemistry, Möbius aromaticity is a special type of aromaticity believed to exist in a number of organic molecules. [ 1 ] [ 2 ] In terms of molecular orbital theory these compounds have in common a monocyclic array of molecular orbitals in which there is an odd number of out-of-phase overlaps, the opposite pattern compared to the ...

  9. Annulene - Wikipedia

    en.wikipedia.org/wiki/Annulene

    Annulenes may be aromatic (benzene, [6]annulene and [18]annulene), non-aromatic ([8] and [10]annulene), or anti-aromatic (cyclobutadiene, [4]annulene). Cyclobutadiene is the only annulene with considerable antiaromaticity, since planarity is unavoidable.

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