Spectroscopic and Thermodynamic Investigation of Molecular-complexes of 1,2,3,4-tetrachloro-bicyclo[4.2.0]octa-1,3,5-triene-7,8-dione With Pi-electron Donors in Solution

The title compound (Q) forms readily molecular complexes with various π-donor molecules in 1,2-dichloroethane solutions. It is shown that the intermolecular charge transfer occurs between the highest occupied molecular orbital of the donors (D) and two closely spaced unoccupied orbitals of the acceptor Q. The complexes are of composition 1:1. They are rather weak having only slightly ionic intermolecular bonds. The studied complexes obey all the relationships valid for weak molecular complexes from which the unknown electron affinities of Q(EA1=0.916 eV and EA2=0.724 eV) and ionization potential of fluorene (ID=7.82 eV) could be determined. The LCDA MO theory is also fully borne out by the experimental data. It turns out that the new acceptor compares favourably with analogous halogenated oxygen containing π-electron acceptors.

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