Benzyne and Related Systems: An ab Initio Molecular Orbital Approach

Abstract

Ab initio molecular orbital theory is used to study didehydroand tetradehydroaromatic systems. The molecules examined include the dehydro derivatives of benzene, furan, thiophene, pyrrole, pyrazole, imidazole, pyridine, pyridazine, pyrimidine and pyrazine. Optimized structures have been determined both for the parent aromatic systems and for the dehydro derivatives. Vibrational frequencies have been calculated for benzene, benzyne and their perdeutero derivatives. Complete-active-space self-consistent-field (CASSCF) and unrestricted Hartree-Fock (UHF) calculations have been used to provide an indication of the adequacy of a closed-shell single-configuration treatment for the arynes and heteroarynes. © 1986 IUPAC