On‐Surface Formation of Cyano‐Vinylene Linked Chains by Knoevenagel Condensation. Issue 69 (21st October 2021)

• Record Type: Journal Article
• Authors: Au‐Yeung, Kwan Ho; Kühne, Tim; Becker, Daniel; Richter, Marcus; Ryndyk, Dmitry A.; Cuniberti, Gianaurelio; Heine, Thomas; Feng, Xinliang; Moresco, Francesca
• Is Part Of: Chemistry. Volume 27:Issue 69(2021)
• Page Start: 17336
• Page End: 17340
• Publication Date: 2021-10-21
• Subjects: density functional calculations -- Knoevenagel condensation -- on-surface chemistry -- scanning probe microscopy; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.202103094
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: The rapid development of on‐surface synthesis provides a unique approach toward the formation of carbon‐based nanostructures with designed properties. Herein, we present the on‐surface formation of CN‐substituted phenylene vinylene chains on the Au(111) surface, thermally induced by annealing the substrate stepwise at temperatures between 220 °C and 240 °C. The reaction is investigated by scanning tunneling microscopy and density functional theory. Supported by the calculated reaction pathway, we assign the observed chain formation to a Knoevenagel condensation between an aldehyde and a methylene nitrile substituent. Abstract : We present the thermally induced synthesis of CN‐substituted phenylene vinylene chains through Knoevenagel condensation reaction on an Au(111) surface. The formation of C=C interlinked chains is investigated by low‐temperature scanning tunnelling microscopy and density functional theory.