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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.
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.
Pages in category "Antiaromatic compounds" The following 13 pages are in this category, out of 13 total. This list may not reflect recent changes. ...
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 ...
Cinnamaldehyde is a naturally-occurring compound that has a conjugated system penta-1,3-diene is a molecule with a conjugated system Diazomethane conjugated pi-system. In theoretical chemistry, a conjugated system is a system of connected p-orbitals with delocalized electrons in a molecule, which in general lowers the overall energy of the molecule and increases stability.
Early studies demonstrated that COT did not display the chemistry of an aromatic compound. [7] Then, early electron diffraction experiments concluded that the C-C bond distances were identical. [ 8 ] However, X-ray diffraction data from H. S. Kaufman demonstrated cyclooctatetraene to adopt several conformations and to contain two distinct C–C ...
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 ...
An example of 1,4-addition reaction is the addition of hydrogen chloride to form chlorohydroquinone: 1,4-addition reaction of quinone with hydrogen chloride to produce chlorohydroquinone. Quinones can undergo Diels–Alder reactions. [10] The quinone acts as the dienophile and reacts with a diene at a carbon-carbon double bond.