Stabilization of a 12-π electrons diamino-benzoquinonediimine tautomer. Issue 4 (18th December 2020)

• Record Type: Journal Article
• Authors: Longevial, Jean-François; Chen, Zhongrui; Pascal, Simon; Canard, Gabriel; Jacquemin, Denis; Siri, Olivier
• Is Part Of: Chemical communications. Volume 57:Issue 4(2021)
• Page Start: 548
• Page End: 551
• Publication Date: 2020-12-18
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d0cc06815b
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : We explore tautomerism and its consequences in the first example of diamino-benzoquinonediimine bearing both electron-donating and electron-withdrawing groups on the same 6-π electron subunit. Abstract : The first example of diamino-benzoquinonediimine bearing both electron-donating and electron-withdrawing groups on the same 6-π electron subunit was synthesized using a straightforward one pot strategy. Photophysical analysis and theoretical calculations demonstrate that this unique substitution pattern is efficient to favour the establishment of a single tautomeric structure in solution.