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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 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 thermally stable.

  5. 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. ...

  6. 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.

  7. 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.

  8. The following article contains mild spoilers from the Season 2 premiere of Unstable, now streaming on Netflix. For a light-hearted workplace comedy, the first season of Netflix’s Unstable left ...

  9. 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]