caa a22 4500 475758943 CHVBK 20180406123545.0 cr unu---uuuuu 170329e20000601xx s 000 0 eng 10.1007/BF02494902 doi (NATIONALLICENCE)springer-10.1007/BF02494902 peri -Naphthylenediamines [Elektronische Daten] 27. Transformations of tertiary carbocations stabilized by the 4,5-bis(dimethylamino)-1-naphthyl group [A. Pozharskii, O. Ryabtsova, N. Vistorobskii, Z. Starikova] Tertiary alcohols containing the 4,5-bis(dimethylamino)-1-naphthyl group were synthesized. The carbocations that formed from α-methyl-containing alcohols in an acidic medium underwent smooth El elimination to give the corresponding unsaturated derivatives of the "proton sponge” in good yields. At the same time, the carbocation generated from 4-(α-hydroxybenzhydryl)-1,8-bis(dimethylamino)naphthalene was converted into a benzo-[a]fluorene derivative as a result of a complex reaction which has been previously unknown in the chemistry of "proton sponges.” The structure of the latter derivative was established by X-ray diffraction analysis. Kluwer Academic/Plenum Publishers, 2000 1,8-bis(dimethylamino)naphthalene nationallicence proton sponge nationallicence alkenes nationallicence tertiary alcohols nationallicence carbocations nationallicence benzo[ a ]fluorene nationallicence dehydration nationallicence X-ray diffraction analysis nationallicence Pozharskii A. Rostov State University, 7 ul. Zorge, 344090, Rostov-on-Don, Russian Federation aut Ryabtsova O. Rostov State University, 7 ul. Zorge, 344090, Rostov-on-Don, Russian Federation aut Vistorobskii N. Rostov State University, 7 ul. Zorge, 344090, Rostov-on-Don, Russian Federation aut Starikova Z. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation aut Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/6(2000-06-01), 1097-1102 1066-5285 49:6<1097 2000 49 11172 https://doi.org/10.1007/BF02494902 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02494902 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Pozharskii A. Rostov State University, 7 ul. Zorge, 344090, Rostov-on-Don, Russian Federation aut NATIONALLICENCE 700 1- Ryabtsova O. Rostov State University, 7 ul. Zorge, 344090, Rostov-on-Don, Russian Federation aut NATIONALLICENCE 700 1- Vistorobskii N. Rostov State University, 7 ul. Zorge, 344090, Rostov-on-Don, Russian Federation aut NATIONALLICENCE 700 1- Starikova Z. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation aut NATIONALLICENCE 773 0- Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/6(2000-06-01), 1097-1102 1066-5285 49:6<1097 2000 49 11172 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer