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  2. Antiaromaticity - Wikipedia

    en.wikipedia.org/wiki/Antiaromaticity

    In this section, only examples of antiaromatic compounds which are non-disputable are included. Pentalene is an antiaromatic compound which has been well-studied both experimentally and computationally for decades. It is dicyclic, planar and has eight π-electrons, fulfilling the IUPAC definition of antiaromaticity.

  3. Hückel's rule - Wikipedia

    en.wikipedia.org/wiki/Hückel's_rule

    Hückel's rule is not valid for many compounds containing more than one ring. For example, pyrene and trans-bicalicene contain 16 conjugated electrons (8 bonds), and coronene contains 24 conjugated electrons (12 bonds). Both of these polycyclic molecules are aromatic, even though they fail the 4n + 2 rule. Indeed, Hückel's rule can only be ...

  4. Pentalene - Wikipedia

    en.wikipedia.org/wiki/Pentalene

    It has chemical formula C 8 H 6. It is antiaromatic, because it has 4n π electrons where n is any integer. For this reason it dimerizes even at temperatures as low as −100 °C. [3] [4] The derivative 1,3,5-tri-tert-butylpentalene was synthesized in 1973. [5] Because of the tert-butyl substituents this compound is

  5. 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 from conjugation alone.

  6. Cyclobutadiene - Wikipedia

    en.wikipedia.org/wiki/Cyclobutadiene

    The compound is the prototypical antiaromatic hydrocarbon with 4 pi electrons (or π electrons). It is the smallest [n]-annulene ([4]-annulene).Its rectangular structure is the result of a pseudo [3] - (or second order) Jahn–Teller effect, which distorts the molecule and lowers its symmetry, converting the triplet to a singlet ground state. [4]

  7. 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 ...

  8. Category:Antiaromatic compounds - Wikipedia

    en.wikipedia.org/.../Category:Antiaromatic_compounds

    Pages in category "Antiaromatic compounds" The following 13 pages are in this category, out of 13 total. This list may not reflect recent changes. ...

  9. Furan - Wikipedia

    en.wikipedia.org/wiki/Furan

    Furan is a heterocyclic organic compound, consisting of a five-membered aromatic ring with four carbon atoms and one oxygen atom. Chemical compounds containing such rings are also referred to as furans. Furan is a colorless, flammable, highly volatile liquid with a boiling point close to room temperature.

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