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Many homoaromatic cationic compounds use as a basis a cyclopropenyl cation, a tropylium cation, or a cyclobutadiene dication as these compounds exhibit strong aromatic character. [ 14 ] In addition to the homotropylium cation, another well established cationic homoaromatic compound is the norbornen-7-yl cation, which has been shown to be ...
The compound may possess weak tris-homoaromatic character. Oxatriquinacene has remarkable stability compared to other oxonium cations, although not as extreme as that of the similar oxatriquinane . It reacts with water, but can be dissolved in acetonitrile .
They found that closed-shell compounds were aromatic when they had 2(n + 1) 2 π-electrons, for instance the buckminsterfullerene species C 60 10+. [ 15 ] [ 16 ] In 2011, Jordi Poater and Miquel Solà expanded the rule to open-shell spherical compounds, finding they were aromatic when they had 2 n 2 + 2 n + 1 π- electrons , with spin S = (n ...
In 1891 G. Merling obtained a water-soluble bromine-containing compound from the reaction of cycloheptatriene and bromine. [7] Unlike most alkyl bromides, this compound, later named tropylium bromide, is water-soluble but insoluble in many organic solvents. It is purified by crystallization from hot ethanol.
Heteroarenes are aromatic compounds, where at least one methine or vinylene (-C= or -CH=CH-) group is replaced by a heteroatom: oxygen, nitrogen, or sulfur. [3] Examples of non-benzene compounds with aromatic properties are furan, a heterocyclic compound with a five-membered ring that includes a single oxygen atom, and pyridine, a heterocyclic compound with a six-membered ring containing one ...
Aromatic compounds, also known as arenes or aromatics, are chemical compounds that contain conjugated planar ring systems with delocalized pi electron clouds instead of discrete alternating single and double bonds. Typical aromatic compounds are benzene and toluene. They should satisfy Hückel's rule.
The compound triquinacene, sometimes simply called quinacene (tricyclo[5.2.1.0 4,10]deca-2,5,8-triene) is the second member of a family of polyquinenes. It was synthesized in 1964 in the group of R. B. Woodward [ 2 ] in connection with its suspected homoaromatic properties—though it was found to have no such properties—and also as part of a ...
Barrelene is a bicyclic organic compound with chemical formula C 8 H 8 and systematic name bicyclo[2.2.2]octa-2,5,7-triene. First synthesized and described by Howard Zimmerman in 1960, the name derives from the resemblance to a barrel, with the staves being three ethylene units attached to two methine groups.