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The rectangular structure is consistent with the existence of two different 1,2-dideutero-1,3-cyclobutadiene valence isomers. This distortion indicates that the pi electrons are localized, in agreement with Hückel's rule which predicts that a π-system of 4 electrons is not aromatic. In principle, another situation is possible.
The compound was first prepared by thermolysis of the ammonium salt [C 4 H 7 N(CH 3) 3]OH (cyclobutyltrimethylammonium hydroxide). [2] Cyclobutene thermally isomerizes to 1,3-butadiene. This strongly exothermic reaction reflects the dominance of ring strain. In contrast, the corresponding equilibrium for hexafluorocyclobutene disfavors ...
Clar's rule states that for a benzenoid polycyclic aromatic hydrocarbon (i.e. with only hexagonal rings), the resonance structure with the largest number of disjoint aromatic π-sextets is the most important to characterize its chemical and physical properties. Such resonance structure is called the Clar structure. In other words, a polycyclic ...
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 ...
Using this form of nomenclature 1,3,5,7-cyclooctatetraene is [8]annulene and benzene is [6]annulene (and occasionally referred to as just 'annulene'). [ 2 ] [ 3 ] The discovery that [18]annulene possesses a number of key properties associated with other aromatic molecules was an important development in the understanding of aromaticity as a ...
Butalene is a polycyclic hydrocarbon composed of two fused cyclobutadiene rings. [1] A reported possible synthesis of it involves an elimination reaction from a Dewar benzene derivative. The structure itself can be envisioned as benzene with an internal bridge, and calculations indicate it is somewhat less stable than the open 1,4 ...
Cyclobutadiene, for example, rapidly dimerizes with no potential energy barrier via a 2 + 2 cycloaddition reaction to form tricyclooctadiene. [14] While the antiaromatic character of cyclobutadiene is the subject of debate, the relief of antiaromaticity is usually invoked as the driving force of this reaction. Dimerization of cyclobutadiene
1,3,5,7-Cyclooctatetraene (COT) is an unsaturated derivative of cyclooctane, with the formula C 8 H 8. It is also known as [8] annulene . This polyunsaturated hydrocarbon is a colorless to light yellow flammable liquid at room temperature.