- One-pot synthesis of oligomeric aryl-substituted PPV analogs with extended π-conjugation
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A conceptually novel approach for a stepwise one-pot synthesis of oligomeric poly(phenylvinylene) (PPV, -[C6H4-CH=CH]-) analogs with extended n-conjugation of the type H-[CH=C(Ar)-C6H4-C(Ar)=CH]n-H (n = 2, 4), from the corresponding dienic monomers (n = 1), has been studied. The oligomerizations were performed in high yields by repeating the sequential preparation of the mercuric trifluoroacetate derivative H-[CH=C(Ar)-C6H4-C(Ar)=CH]n-HgCO 2CF3 (n=1, 2) and its coupling in the presence of PdCl2. The feasibility of this approach was demonstrated by a one-pot preparation of several tetramers, directly from the corresponding monomers. The Royal Society of Chemistry 2000.
- Feit, Ben-Ami,Buzhansky, Ludmila
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p. 1777 - 1782
(2007/10/03)
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- FORMATION OF 1,2-DIOXANES BY ELECTRON-TRANSFER PHOTOOXYGENATION OF 1,1-DISUBSTITUTED ETHYLENES
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Electron-rich 1,1-diarylethylenes (1a-e) afford 3,3,6,6-tetraaryl-1,2-dioxanes (3a-e) in high yields (>90percent) when subjected to electrontransfer photooxygenation in the presence of DCA.Whereas 1,1-diphenylethylene (1f) and 1,1-di(p-chlorophenyl)ethylene (1h) yield the 1,2-dioxanes 3f and 3h at 30percent and less than 10percent, respectively, there is negligible (if any) 1,2-dioxane formation with 1,1-di(m-anisyl)ethylene (1i). 1,2-Dioxane formation proceeds in a chain reaction (Scheme 1).N-Vinylcarbazol (1g), however, yields the 1,2-dioxane 3g via the cyclobutane derivative 7 (Scheme 2).
- Gollnick, Klaus,Schnatterer, Albert
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p. 2735 - 2738
(2007/10/02)
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