74866-23-2Relevant articles and documents
Reconnaissance of reactivity of an Ag(II)SO4 one-electron oxidizer towards naphthalene derivatives
Budniak, Adam K.,Masny, Micha?,Prezelj, Kristina,Grzeszkiewicz, Miko?aj,Gawraczyński, Jakub,Dobrzycki, ?ukasz,Cyrański, Micha? K.,Ko?miński, Wiktor,Mazej, Zoran,Fija?kowski, Karol J.,Grochala, Wojciech,Leszczyński, Piotr J.
supporting information, p. 10742 - 10749 (2017/10/03)
We test divalent silver sulphate, Ag(ii)SO4 as a novel reagent for oxidative coupling of aromatic hydrocarbons under ambient temperature conditions. The applicability of the C(sp2)-C(sp2) coupling protocol is illustrated for naphthalene and its 1-substituted derivatives containing either electron donating (e.g. Me, MeO, or Ph) or electron-withdrawing groups (X = F?I), leading to 4,4′-disubstituted-1,1′-binaphthyls. Coupling of 2-bromo-naphthalene yields a mixture of 2,2′-, 2,7′-, and 7,7′-dibromo-1,1′-binaphthyls together with their trimeric and tetrameric analogues. The coupling of strongly electron-withdrawing 1-CF3-naphthalene provides the 5,5′-disubstituted-1,1′-binaphthyl derivative. The new method does not require the presence of halogen substituents, in contrast to most of the known C-C coupling methods, and it preserves them, if present. Ag(ii)SO4 may be easily electrochemically regenerated from the Ag(i)HSO4 byproduct. However, the C-C coupling method currently suffers from low yields, up to 17%, and it requires further optimization.
Reductive Transformations, 20 - Synthesis of n-Alkyl-Substituted Perylenes and Terrylenes via Alkali-Metal Induced Cyclization of Oligonaphthylenes
Anton, Ute,Goeltner, Christine,Muellen, Klaus
, p. 2325 - 2330 (2007/10/02)
The synthesis of two novel n-alkyl- or aryl-substituted perylenes and of an n-alkylated terrylene is possible by an alkali-metal induced cyclization of the corresponding bi- or trinaphthyls.Differences in reactivity of the naphthylenes in the ring-closure
