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• W1979013672 abstract "Diels−Alder reactions between 1,4-bis(2,4,5-triphenylcyclopentadienone-3-yl)benzene and either phenylacetylene (model reaction) or 1,4-diethynylbenzene (polymer formation) were studied. NMR spectra suggest that the main product in the model reaction is the m,m-isomer (up to 83% yield). X-ray crystal structure analysis convincingly proved the structure of the above isomer. The polymer-forming reaction was carried out using different concentrations of the monomeric building block and different reaction times. As a result, branched polyphenylenes with Mw in the range of 1.2 × 104−12 × 104 g mol-1 were obtained. Both the model compound and the polymers were subjected to intramolecular oxidative cyclodehydrogenation with copper(II) trifluoromethanesulfonate and aluminum chloride. According to LD-TOF mass spectrometry, the cyclodehydrogenation of the model compound afforded the planarized polycyclic aromatic hydrocarbon C66H26. This polycyclic aromatic compound was isolated in 91% yield. The extended π-conjugation and ordering of cyclodehydrogenated products were demonstrated by Raman spectroscopy." @default.
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• W1979013672 date "2000-04-21" @default.
• W1979013672 modified "2023-10-14" @default.
• W1979013672 title "Branched Polyphenylenes by Repetitive Diels−Alder Cycloaddition" @default.
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• W1979013672 doi "https://doi.org/10.1021/ma991369f" @default.
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