Two additional polyphenylated anthracenes, the 1,8,10-triphenyl derivative 5 and the 1,8,9,10-tetraphenyl derivative 6, have been prepared by reaction of the diphenylquinone 2 with phenyllithium followed by reduction and dehydration. Mononitration of 1,8-diphenylanthracene (Id) yielded the 10-nitro derivative 13. Derivatives 12 of 1,8-diphenylanthracene with a substituent at C-9, a location allowing interaction of the substituent with the orbitals of the two phenyl rings, were obtained by the methylation or acetylation of the anthrone 11. Studies of the oxidation and reduction of the various hydrocarbons 1, 5, 6, and 20 by polarography and cyclic voltammetry provided a measure of the relative ease of adding or removing one or more electrons from these hydrocarbons. In general, the cation radicals and dianions formed were relatively unstable, but the anion radicals had substantial lifetimes even in partially aqueous solutions.
Die kinetische Analyse der Startreaktion ergab, daß polymerisationsauslösende Radikale in einem komplexen Reaktionsablauf gebildet werden, wobei den Phasengrenzen entscheidende Bedeutung zukommt. Reale Initiierungsgeschwindigkeiten wurden durch radiochemische Endgruppenbestimmungen erhalten. Inhibitionsmessungen spiegeln zwar den Einfluß der Inhaltsstoffe, insbesondere des Emulgators, qualitativ richtig wider, liefern jedoch zu kleine Werte für vi.
Im Zusammenhang mit spektroskopischen Untersuchungen (NMR, IR, UV, Massen) an 9‐substituierten 1,8‐Diphenyl‐anthracenen werden entsprechende Verbindungen hergestellt und die durch die Abschirmung bzw. Wechselwirku der beiden Phenylreste festgestellten Abweichungen diskutiert.
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