Organic Electron Acceptors Comprising a Dicyanomethylene‐Bridged Acridophosphine Scaffold: The Impact of the Heteroatom. Issue 29 (26th April 2017)

• Record Type: Journal Article
• Authors: Schaub, Tobias A.; Brülls, Steffen M.; Dral, Pavlo O.; Hampel, Frank; Maid, Harald; Kivala, Milan
• Is Part Of: Chemistry. Volume 23:Issue 29(2017)
• Page Start: 6988
• Page End: 6992
• Publication Date: 2017-04-26
• Subjects: cyano group -- electron acceptors -- phosphorus heterocycles -- push–pull -- reduction; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201701412
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Stable two‐electron acceptors comprising a dicyanomethylene‐bridged acridophosphine scaffold were synthesized and their reversible reduction potentials were efficiently tuned through derivatization of the phosphorus center. X‐ray crystallographic analysis combined with NMR, UV/Vis, IR spectroscopic, and electrochemical studies, supported by theoretical calculations, revealed the crucial role of the phosphorus atom for the unique redox, structural, and photophysical properties of these compounds. The results identify the potential of these electron deficient scaffolds for the development of functional n‐type materials and redox active chromophores upon further functionalization. Abstract : Phosphorus in charge A series of potent two‐electron acceptors comprising a dicyanomethylene‐bridged acridophosphine scaffold have been synthesized and the impact of the heteroatom on the structural, photophysical, and redox features unveiled.