Chemistry Letters · 1974 · 10 citations · 0 references
Natural SciencesChemistryMedicinal ChemistryComputational ChemistryOrganic ChemistryQuantum ChemistryAb Initio MethodsCoordination ChemistryHeterocyclic ChemistryHeterocyclic CompoundsMolecular Orbital TheoryRetrosynthetic AnalysisElectronic Structure AnalysisGround State PropertiesRing-closure Reactionsπ Interactions
Abstract 8,9,10-Trichlorocyclohept[cd]-s-indacene (4), a novel tetracyclic conjugated pi-electron system, has been synthesized by employing an intramolecular ring closure of 1,2,3,4-tetrachloro-6-(azulen-1-yl)fulvene (3). Both the nmr data of 4 and SCF-MO calculation for the carbon skeleton of 4 have suggested that a polar structure (4a), such as sesquifulvalene, is a main contributor to the ground state of 4.