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- W4243622434 abstract "The attempted synthesis of the hydrocarbons (I), (XXII) and (XXIX) with no Kekulé structures indicates that these hydrocarbons are unstable diradicals that polymerise immediately. Quantum mechanics can not offer a stable arrangement of paired electrons in molecular orbitals in cases where Kekulé structures fail. Perinaphthene (X) and perinaphthone (XIII) show a pronounced tendency to go over into ring systems with an aromatic frame work of alternating double bonds with an odd electron or a positive charge in the centre. Tribenzoperinaphthene (XVI) is oxidised in acid solution with molecular oxygen to salts of the type (XVII), which are not paramagnetic. Combinations of two perinaphthyl radicals, (XVIII) or (XXI), go over either into the stable red hydrocarbon zethrene (XIX) with two fixed double bonds in the centre or into the diradical with no Kekulé structure (XXII). The newly described synthesis of the next higher benzologue (XIX) with no Kekulé structure indicates that the latter is an unstable diradical. All the experimental results support the view that Kekulé structures are of paramount importance for the stability of aromatic systems." @default.
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- W4243622434 date "1958-01-01" @default.
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- W4243622434 title "The significance of Kekulé structures for the stability of aromatic systems" @default.
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- W4243622434 doi "https://doi.org/10.1016/0040-4020(58)80037-x" @default.
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