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- Title
Perfluoroalkylation of Triarylamines by EDA Complexes and Ulterior Sensitized [6π]‐Electrocyclization to Perfluoroalkylated Endo‐Carbazoles. Mechanistic and Photophysical Studies.
- Authors
Romero, Ivan E.; Barata‐Vallejo, Sebastian; Bonesi, Sergio M.; Postigo, Al
- Abstract
Blue LEDs‐irradiation of a mixture of N,N,N',N'‐tetramethylethylenediamine (TMEDA) and perfluoroalkyl iodides (RF−I) – Electron Donor Acceptor (EDA)‐complex – in the presence of triphenylamines (TPAs) in an aqueous solvent mixture afforded mono‐perfluoroalkylated triphenylamines (RF−TPA) in good yields. These RF−TPA were further subjected to acetone‐sensitized [6π]‐electrocyclization at 315 nm‐irradiation affording exclusively perfluoroalkylated endo‐carbazole derivatives (RF−CBz) in quantitative yields. Mechanistic studies and photophysical properties of products are studied.
- Subjects
ELECTRON donors; ELECTROPHILES; FLUOROALKYL compounds; CARBAZOLE
- Publication
Chemistry - A European Journal, 2024, Vol 30, Issue 30, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202400905