Isolation of a stable pyridine radical anion. Issue 9 (11th January 2019)

• Record Type: Journal Article
• Authors: Schröder, Jan; Himmel, Daniel; Kratzert, Daniel; Radtke, Valentin; Richert, Sabine; Weber, Stefan; Böttcher, Tobias
• Is Part Of: Chemical communications. Volume 55:Issue 9(2019)
• Page Start: 1322
• Page End: 1325
• Publication Date: 2019-01-11
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c8cc09700c
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : For almost 150 years, pyridine radical anions have been described as elusive transient species that cannot be isolated due to dimerization and/or subsequent decomposition reactions. In this work the first example of a stable pyridine radical anion is presented. Abstract : Reduction of 2, 6-bis(diazaboryl)pyridine with KC8 gives a room-temperature-stable yellow colored solution containing the corresponding radical anion. The radical was characterized by single crystal XRD, EPR spectroscopy, UV-vis absorption spectroscopy and electrochemically, supported by theoretical calculations. The negative charge and spin density are mainly distributed over the atoms of the pyridine ring, making this the first isolated pyridine radical anion as its potassium salt.