21845-94-3Relevant academic research and scientific papers
Original synthesis of fluorenyl alcohol derivatives by reductive dehalogenation initiated by TDAE
Giuglio-Tonolo, Alain Gamal,Terme, Thierry,Vanelle, Patrice
, (2016/11/09)
We report here a novel and easy-to-handle reductive dehalogenation of 9-bromofluorene in the presence of arylaldehydes and dicarbonyl derivatives to give the corresponding fluorenyl alcohol derivatives and Darzens epoxides as by-products in tetrakis(dimethylamino)ethylene (TDAE) reaction conditions. The reaction is believed to proceed via two successive single electron transfers to generate the fluorenyl anion which was able to react with different electrophiles. A mechanistic study was conducted to understand the formation of the epoxide derivatives.
Bis(pyridylimino)isoindolato-iridium complexes as epoxidation catalysts for alkenes
Camerano, Jose A.,Saemann, Christoph,Wadepohl, Hubert,Gade, Lutz H.
scheme or table, p. 379 - 382 (2011/03/21)
The reaction of the sodium salts of ligands 1a,b (1a = 1,3-bis(2-(5-(3,5- xylyl)pyridyl)imino)-5,6-dimethylisoindole, 1b = 1,3-bis(2-(4-tert-butylpyridyl) imino)-5,6-dimethylisoindole) with [Ir(μ-Cl)(COD)]2 (COD = cyclooctadiene) and [Ir(μ-Cl)(C2H4)2] 2 afforded the corresponding isoindolato complexes [{BPI(1a,b)}IrI(COD)] (2a,b) and [{BPI(1a,b)}IrI(C 2H4)2] (3a,b), respectively. The catalytic activity of the complexes 2a,b was tested in the epoxidation of a wide range of non-electron-rich olefins, using PPO (PPO = 3-phenyl-2-(phenylsulfonyl)-1,2- oxaziridine) as oxidizing agent, giving the corresponding epoxides in moderate to high yields.
Photochemical Pinacol Rearrangements of Unsymmetrical Diols
Mladenova, Gabriela,Singh, Gurmit,Acton, Austin,Chen, Lie,Rinco, Olga,Johnston, Linda J.,Lee-Ruff, Edward
, p. 2017 - 2023 (2007/10/03)
The photochemical pinacol reaction of a series of nonsymmetrical 9-fluorenyl-substituted vic-diols was investigated and compared with their acid-catalyzed thermal reaction. Unlike the thermal reaction, the radiation-induced processes involve only fluorenyl cations, as is reflected in differences of product distribution between the two reactions. From the product studies, substituent migratory aptitudes are reversed in the photochemical process, suggesting that kinetic control takes place under neutral conditions unlike the acid-catalyzed thermal reactions. The presence of fluorenyl cation intermediates and their lifetimes were established by laser flash spectroscopy studies.
