Only a few examples of Diels-Alder additions to monocyclic aromatic hydrocarbons are known so far. Benzyne (1) and hexaf .o-2-butyne (2) add to benzene, and the adducts of hexafluoro-2-butyne (2) at;,. dicyanoacetylene (3) to durene have been prepared. We have found that 2,3-dlcyanoblcyclo[2.2.2loct
Hydrocarbon ladder aromatics from a Diels-Alder reaction
✍ Scribed by Stille, J. K. ;Noren, G. K. ;Green, L.
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1970
- Tongue
- English
- Weight
- 475 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0449-296X
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✦ Synopsis
Abstract
The Diels‐Alder homopolycycloaddition of 2,5‐diphenyl‐3,4‐(5,6‐acenaphthylenylene)‐cyclopentadienone (VIII) affords a low molecular weight soluble ladder polymer having reduced specific viscosities between 0.17 and 0.25 dl/g in benzene and an insoluble fraction of higher molecular weight. The ladder polymers exhibited a major TGA break at 450°C in an air atmosphere and lost approximately 30% of their weight at 700°C in a nitrogen atmosphere.
📜 SIMILAR VOLUMES
in high yields by this reaction1'] and to characterize it by elemental analysis, manganometric titration of the V'", DTA/TG analysis, IR spectroscopy,141 magnetic measurements, and single-crystal X-ray structure analysis.151 The spherical anion [V15036]so (Fig. I), which has the high crystallograph