0

How Do Phosphinates React With Unactivated Alkenes Under Organic Photocatalyzed Conditions? Substrate Scope and Mechanistic Insights

Giovanni Fausti, Fabrice Morlet-Savary, Jacques Lalevée, Annie-Claude Gaumont, Sami Lakhdar

Chemistry. 2017 Feb 10;23(9):2144-2148.

PMID: 27862425

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP66003767 Diphenyliodonium triflate Diphenyliodonium triflate 66003-76-7 Price
qrcode