4.4 Article

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

Journal

TETRAHEDRON
Volume 63, Issue 2, Pages 374-380

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2006.10.064

Keywords

redox-photosensitization; photoamination; addition reaction; electron-transfer

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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 andp-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(+.)). (c) 2006 Elsevier Ltd. All rights reserved.

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