title: How Do Phosphinates React with Unactivated Alkenes Under Organic Photocatalyzed Conditions? Substrate Scope and Mechanistic Insights.
abstract: The first visible-light-mediated, metal-free hydrophosphinylation of unactivated alkenes with ethyl and butyl phosphinates is described. The reaction works with a low catalyst loading of 9-mesityl-10-methylacridinium perchlorate (Fukuzumi photocatalyst, 0.5 mol %) in the presence of diphenyliodonium triflate as oxidant. The reaction proceeds smoothly and covers a broad scope of substrates. Detailed mechanistic investigations, including EPR spectroscopy, fluorescence and steady-state photolysis, allowed the mechanism of this photoreaction to be rationalized.
authors.affiliation: Normandie Univ., LCMT, ENSICAEN, UNICAEN, CNRS, 6, Boulevard Maréchal Juin, Caen, 14000, France.
authors.forename: Giovanni
authors.initials: G
authors.lastname: Fausti
authors.affiliation: Institut de Science des Matériaux de Mulhouse, IS2M-UMR CNRS 7361-UHA, 15, rue Jean Starcky, 68057, Mulhouse Cedex, France.
authors.forename: Fabrice
authors.initials: F
authors.lastname: Morlet-Savary
authors.affiliation: Institut de Science des Matériaux de Mulhouse, IS2M-UMR CNRS 7361-UHA, 15, rue Jean Starcky, 68057, Mulhouse Cedex, France.
authors.forename: Jacques
authors.initials: J
authors.lastname: Lalevée
authors.affiliation: Normandie Univ., LCMT, ENSICAEN, UNICAEN, CNRS, 6, Boulevard Maréchal Juin, Caen, 14000, France.
authors.forename: Annie-Claude
authors.initials: AC
authors.lastname: Gaumont
authors.affiliation: Normandie Univ., LCMT, ENSICAEN, UNICAEN, CNRS, 6, Boulevard Maréchal Juin, Caen, 14000, France.
authors.forename: Sami
authors.identifier: http://orcid.org/0000-0002-1168-7472
authors.initials: S
authors.lastname: Lakhdar
keywords: hydrophosphinylation; phosphinates; photochemistry; radical reactions; reaction mechanisms