Pathways of ion–molecular interactions of nucleogenic phenyl cations with the nucleophilic centers of picolines

Nadezhda E Shchepina1, Viktor V Avrorin2, Gennady A Badun3, Nikolay A Bumagin4, Scott B Lewis5, Sergey N Shurov6
1Laboratory of Radiochemistry, Natural Sciences Institute of Perm State University, Perm, Russia
2Chemistry Department, St-Petersburg State University, St-Petersburg, Petrodvorets, Russia
3Radiochemistry Department, M. V. Lomonosov Moscow State University, Moscow, Russia
4Department of Organic Chemistry, M. V. Lomonosov Moscow State University, Moscow, Russia
5Department of Chemistry, James Madison University, Harrisonburg, USA
6Department of Organic Chemistry, Perm State University, Perm, Russia

Tóm tắt

The nuclear-chemical method brought unique opportunity for synthesis of unknown and hardly available organic compounds. Presence of tritium labeling allows one-step preparation of radioactive markers for the investigation of chemical and biological processes. The ion–molecular reactions of nucleogenic phenyl cations with 4-picoline have been carried out. The phenyl cations were generated by spontaneous tritium β-decay within the tritium-labeled benzene. Both additions to the nitrogen and substitutions about the aromatic ring were able to be studied simultaneously. Unusual substitutions on both the α- and β-positions of the ring system have been revealed. By unknown direct phenylation of nitrogen atom tritium-labeled N-phenylpicolinium derivatives, perspective biological markers have been synthesized.

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Tài liệu tham khảo

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