Electro-organic reactions. Part 41. Diels-Alder reactions of o-quinodimethanes from the cathodic reduction of α, α′-dibromo-1,2-dialkylbenzenes

Electro-organic reactions. Part 46. Diel

Electro-organic reactions. Part 46. Diels-Alder trapping of o-quinodimethane generated by redox-mediated cathodic reduction of α,α′-dibromo-o-xylene in the presence of hindered dienophiles

✍ Erada Oguntoye (neéEru); Sabine Szunerits; James H.P Utley; Peter B Wyatt 📂 Article 📅 1996 🏛 Elsevier Science 🌐 French ⚖ 424 KB

Hindered, electron-deficient alkenes 5-11 have been prepared, including analogues of maleic anhydride, Nphenylmaleimide and benzoquinone. Cyclic voltammetry showed that most of these compounds can undergo reduction to form relatively persistent radical-anions, which can mediate the reductive cleavag