Direct Energetic Measure of Aromaticity in Both S0 and T1 States by the Cleavage of the Rings of Cyc

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  The many manifestations of aromaticity have long fascinated both experimentalists and theoreticians.[1] Considering that the original definition of aromaticity could be derived from the fact that the cyclic aromatic species are more stable than the corresponding acyclic conjugated ones,here we carry out a thorough evaluation of the aromatic stabilization energy(ASE)by following this definition to compute the energy difference between the cyclic compound and its corresponding acyclic one via a homodesmotic reaction.[2] Our results indicate that this method is able to produce a reasonable result in both the singlet ground state(S0)and the lowest triplet state(T1),evidenced by strong and moderate correlations(r2=0.953 and 0.861 for the S0 and T1 states,respectively)between this method and the isomerization stabilization energy(ISE)method,[3] thus providing an alternative to evaluate the aromaticity in the S0 and T1 states.
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