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

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)