A Purely Organic Tricarbanion. Issue 27 (30th May 2018)

• Record Type: Journal Article
• Authors: Höfler, Denis; Goddard, Richard; Lingnau, Julia B.; Nöthling, Nils; List, Benjamin
• Is Part Of: Angewandte Chemie international edition. Volume 57:Issue 27(2018)
• Page Start: 8326
• Page End: 8329
• Publication Date: 2018-05-30
• Subjects: carbanions -- highly charged anions -- purely organic tricarbanion -- tetraalkylammonium cation -- triflyl stabilization; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201803647
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: How many carbanions can an organic molecule accommodate? The formation of purely organic carbanions with multiple charges is challenging as charge stabilization cannot be achieved through metal coordination. Previously, only quaternary ammonium dicarbanion salts had been reported. By using highly electron‐deficient trifluoromethanesulfonyl (triflyl or Tf) groups, the formation of a purely organic tricarbanion has been realized for the first time. Abstract : How many carbanions can an organic molecule accommodate? The formation of purely organic carbanions with multiple charges is challenging as charge stabilization cannot be achieved through metal coordination. Previously, only quaternary ammonium dicarbanion salts had been reported. By using highly electron‐deficient trifluoromethanesulfonyl (Tf) groups, the formation of a purely organic tricarbanion has been realized for the first time.