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

✍ Scribed by Christophe Stroh; Marcel Mayor; Carsten von Hänisch

Publisher: John Wiley and Sons
Year: 2005
Tongue: English
Weight: 203 KB
Volume: 2005
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200500116

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✦ Synopsis

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)

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