Suzuki Reactions with Stable Organic Radicals – Synthesis of Biphenyls Substituted with Nitronyl‐Nitroxide Radicals

Abstract The synthesis of biphenyls substituted with nitronyl‐nitroxide organic radicals is described. To investigate the Suzuki‐type cross‐coupling reaction conditions in the presence of the radical, a model compound 1 was prepared. The successful coupling was extended to cyano‐functionalized, biphenylic, paramagnetic molecules. Both the ortho‐ and meta‐iodophenyl‐nitronyl‐nitroxide radicals were used to synthesize radicals 2 and 3. The characterizations of the spin‐labelled molecules obtained by this synthetic strategy include two X‐ray crystal structures and magnetic measurements. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)