Redox-photosensitized amination of alkenes and alkadienes with ammonia and alkylamines

• DOI: 10.1016/j.tet.2006.10.064
• Publication Date: 2006-11-16T19:15:55Z
• Authors: Toshiaki Yamashita; Junichi Itagawa; Daichi Sakamoto; Yuji Nakagawa; Jin Matsumoto; Tsutomu Shiragami; Masahide Yasuda
• Keywords: 01 natural sciences; 7. Clean energy; 0104 chemical sciences

Abstract Using 1,2,4-triphenylbenzene as a photosensitizer, the photoamination of alkenes and alkadienes (1), which had no absorption at >300 nm proceeded efficiently in the presence of p-dicyanobenzene to give addition products by incorporating both amino and p-cyanophenyl groups. The reaction efficiency was discussed in terms of the relationships between 1 and the photosensitizer in their oxidation potentials and the distribution of positive charge on the reaction site of the cation radical of 1 (1+ ).