Details

Autor(en) / Beteiligte

• Lefebvre, Corentin
• Michelin, Clément
• Martzel, Thomas
• Djou’ou Mvondo, Vaneck
• Bulach, Véronique
• Abe, Manabu
• Hoffmann, Norbert

Titel

Photochemically Induced Intramolecular Radical Cyclization Reactions with Imines

Ist Teil von

• Journal of organic chemistry, 2018-02, Vol.83 (4), p.1867-1875

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2018

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The photochemically induced intramolecular hydrogen abstraction or hydrogen atom transfer in cyclic imines 8a,b followed by a cyclization is investigated. Two types of products are observed, one resulting from the formation of a C–C bond, the other from the formation of a C–N bond. A computational study reveals that hydrogen is exclusively transferred to the imine nitrogen leading to a triplet diradical intermediate. After intersystem crossing, the resulting zwitterionic intermediate undergoes cyclization leading to the final product.