Aromaticity is one of fundamental characteristics of unsaturated organic molecules, which significantly determine chemical properties. By definition, aromatic molecules mast be cyclic, planar, have a complete conjugated π- electrons, and the number of π-electrons mast be 4n+2, where n is any integer number. Aromatic molecules are chemically very stable and have low reactive ability. In the contrary, anti-aromatic molecules, which have conjugated 4n π-electrons, highly unstable, preferably isomerize into aromatic composition, and demonstrate high chemical activity. In this paper, we study properties of typical aromatic and anti-aromatic compounds on the example of pentalene, phenylacetylene, and benzocyclobutadiene, and compare the change of their photochemical properties with changing the electric charge (under the single and double ionization). It was found that aromaticity of the molecules is really changing due to the loss of electrons. Dissociation reactions of pentalene, phenylacetylene and benzocyclobutadiene, as far as their cationic and dicationic forms were investigated. The effect of Coulomb repulsion in doubly ionized molecules also has been observed.
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