19876-54-1Relevant articles and documents
Visible light-mediated atom transfer radical addition via oxidative and reductive quenching of photocatalysts
Wallentin, Carl-Johan,Nguyen, John D.,Finkbeiner, Peter,Stephenson, Corey R. J.
supporting information; experimental part, p. 8875 - 8884 (2012/07/02)
Herein, the development of visible light-mediated atom transfer radical addition (ATRA) of haloalkanes onto alkenes and alkynes using the reductive and oxidative quenching of [Ir{dF(CF3)ppy}2(dtbbpy)]PF 6 and [Ru(bpy)3]Cl2 is presented. Initial investigations indicated that the oxidative quenching of photocatalysts could effectively be utilized for ATRA, and since that report, the protocol has been expanded by broadening the scope of the reaction in terms of the photocatalysts, substrates, and solvents. In addition, further modifications of the reaction conditions allowed for the efficient ATRA of perfluoroalkyl iodides onto alkenes and alkynes utilizing the reductive quenching cycle of [Ru(bpy) 3]Cl2 with sodium ascorbate as the sacrificial electron donor. These results signify the complementary nature of the oxidative and reductive quenching pathways of photocatalysts and the ability to predictably direct reaction outcome through modification of the reaction conditions.
Ruthenium(II)- and Rhenium(III)-catalysed Addition of Tetrahalogenomethanes to Alkenes and 1,ω-Dienes. Stereoselective Formation of cis-1,2-Disubstituted Cyclopentanes from 1,6-Dienes
Grigg, Ronald,Devlin, John,Ramasubbu, Ashok,Scott, Ronald M.,Stevenson, Paul
, p. 1515 - 1520 (2007/10/02)
Acetonitrile(trichloro)bis(triphenylphosphine)rhenium(III) is found to act as an initiator for the addition of carbon tetrachloride and bromotrichloromethane to terminal alkenes an dienes.Moderate to good yields of mono- and bis-adducts are obtained. 1,6-